ChemicalBook > CAS DataBase List > (1S-4R)-4-[[(1,1-diMethylethoxy)carbonyl]aMino]- 2-Cyclopentene-1-carboxylic acid Methyl ester
(1S-4R)-4-[[(1,1-diMethylethoxy)carbonyl]aMino]- 2-Cyclopentene-1-carboxylic acid Methyl ester
- Product Name
- (1S-4R)-4-[[(1,1-diMethylethoxy)carbonyl]aMino]- 2-Cyclopentene-1-carboxylic acid Methyl ester
- CAS No.
- 229613-93-8
- Chemical Name
- (1S-4R)-4-[[(1,1-diMethylethoxy)carbonyl]aMino]- 2-Cyclopentene-1-carboxylic acid Methyl ester
- Synonyms
- methyl (3aR,4R,6S,6aS)-4-[(2-methylpropan-2-yl)oxycarbonylamino]-3-pentan-3-yl-4,5,6,6a-tetrahydro-3aH-cyclopenta[d][1,2]oxazole-6-carboxylate;(1S-4R)-4-[[(1;Peramivir impurities5;Peramivir Impurity N1;Peramivir impurities 7;Peramivir Intermediate 2;Peramivir intermediate M8;6aS)-Methyl 4-(tert-butoxycarbonyl)-3-(pentan-3-yl)-4;6a-tetrahydro-3aH-cyclopenta[d]isoxazole-6-carboxylate;(1S,4R)-4-[[(1,1-diMethylethoxy)carbonyl]amino]- 2-Cyclopent...
- CBNumber
- CB82553360
- Molecular Formula
- C18H30N2O5
- Formula Weight
- 354.44
- MOL File
- 229613-93-8.mol
More
Less
(1S-4R)-4-[[(1,1-diMethylethoxy)carbonyl]aMino]- 2-Cyclopentene-1-carboxylic acid Methyl ester Property
- Melting point:
- 67-69°C
- Density
- 1.22±0.1 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Sparingly), Methanol (Slightly)
- pka
- 11.61±0.60(Predicted)
- form
- Solid
- color
- Off-White to Pale Beige
- InChI
- InChI=1S/C18H30N2O5/c1-7-10(8-2)14-13-12(19-17(22)24-18(3,4)5)9-11(16(21)23-6)15(13)25-20-14/h10-13,15H,7-9H2,1-6H3,(H,19,22)/t11-,12+,13+,15+/m0/s1
- InChIKey
- WYUYCGDXMIJIAZ-KYEXWDHISA-N
- SMILES
- O1[C@]2([H])[C@@H](C(OC)=O)C[C@@H](NC(OC(C)(C)C)=O)[C@]2([H])C(C(CC)CC)=N1
More
Less
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
More
Less
N-Bromosuccinimide Price
TRC
- Product number
- D472890
- Product name
- (3aR,4R,6S,6aS)-4-[[(1,1-Dimethylethoxy)carbonyl]amino]-3-(1-ethylpropyl)-3a,5,6,6a-tetrahydro-4H-cyclopent[d]isoxazole-6-carboxylicAcidMethylEster
- Packaging
- 1g
- Price
- $110
- Updated
- 2021/12/16
AK Scientific
- Product number
- 8197CR
- Product name
- CID10522092
- Packaging
- 1g
- Price
- $73
- Updated
- 2021/12/16
Medical Isotopes, Inc.
- Product number
- 64529
- Product name
- (3aR,4R,6S,6aS)-4-[[(1,1-Dimethylethoxy)carbonyl]amino]-3-(1-ethylpropyl)-3a,5,6,6a-tetrahydro-4H-cyclopent[d]isoxazole-6-carboxylicAcidMethylEster
- Packaging
- 1g
- Price
- $610
- Updated
- 2021/12/16
Chemenu
- Product number
- CM191020
- Product name
- (3aR,4R,6S,6aS)-Methyl4-((tert-butoxycarbonyl)amino)-3-(pentan-3-yl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole-6-carboxylate
- Purity
- 95%
- Packaging
- 10g
- Price
- $102
- Updated
- 2021/12/16
Ambeed
- Product number
- A180683
- Product name
- (3aR,4R,6S,6aS)-Methyl4-((tert-butoxycarbonyl)amino)-3-(pentan-3-yl)-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole-6-carboxylate
- Purity
- 95%
- Packaging
- 1g
- Price
- $10
- Updated
- 2021/12/16
More
Less
(1S-4R)-4-[[(1,1-diMethylethoxy)carbonyl]aMino]- 2-Cyclopentene-1-carboxylic acid Methyl ester Chemical Properties,Usage,Production
Uses
(3aR,4R,6S,6aS)-4-[[(1,1-Dimethylethoxy)carbonyl]amino]-3-(1-ethylpropyl)-3a,5,6,6a-tetrahydro-4H-cyclopent[d]isoxazole-6-carboxylic Acid Methyl Ester is an intermediate used in the synthesis of peramivir (P285500), a neuraminidase inhibitor developed as an antiviral agent for the treatment of influenza.
Synthesis
316173-28-1
77-78-1
229613-93-8
1. (3aR,4R,6S,6aS)-4-((tert-butoxycarbonyl)amino)-3-(pentan-3-yl)-3a,5,6,6a-tetrahydro-4H-cyclopenta[d]isoxazole-6-carboxylic acid 2-methylpropan-2-ammonium salt (3210 g, 7.8 mol) was suspended in acetone (4000 g). 2. potassium carbonate (53.8 g) and 30% aqueous sodium hydroxide (containing 312 g sodium hydroxide) were added to the suspension. 3. 3000 ml of solvent was removed by evaporation, 3000 ml of acetone was added and 3000 ml of solvent was again removed by evaporation. This operation was repeated once, and finally 4000 ml of acetone was removed by evaporation to obtain a reaction solution essentially free of tert-butylamine odor. 4. Cool the reaction solution to 30-35°C and slowly add 1060 ml of dimethyl sulfate dropwise, controlling the rate of dropwise acceleration in order to keep the reaction temperature from exceeding 45°C. After the dropwise acceleration is completed, the reaction solution is added to the reaction solution. 5. After the dropwise addition, the reaction mixture was stirred at 40-45°C for 1.5 hours. 6. The reaction mixture was cooled to 15-20 °C, 1500 ml of 25% ammonia was added and stirred for 30 minutes. 7. After addition of 1500 ml of methanol, the reaction mixture was cooled to 0-5 °C. 8. 2240 ml of 25% ammonia was slowly added to the reaction mixture over 45 minutes. 9. The product was collected by filtration, washed with 3000 ml of water and dried under vacuum at 45-50 °C. 10. 2686.2 g of the target product was finally obtained in 97.13% yield.
References
[1] Patent: EP2186795, 2010, A1. Location in patent: Page/Page column 6; 11-12
(1S-4R)-4-[[(1,1-diMethylethoxy)carbonyl]aMino]- 2-Cyclopentene-1-carboxylic acid Methyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
More
Less
(1S-4R)-4-[[(1,1-diMethylethoxy)carbonyl]aMino]- 2-Cyclopentene-1-carboxylic acid Methyl ester Suppliers
- Tel
- 0571-88938669 18667135863
- wps@highfine.com
- Country
- China
- ProdList
- 165
- Advantage
- 60
- Tel
- 0531-88065293 13287783460
- Fax
- 0531-88065293
- 3166282224@qq.com
- Country
- China
- ProdList
- 47
- Advantage
- 58
- Tel
- 025-58231105-8151
- Fax
- 025-83172562
- marketing@zenjipharma.com
- Country
- China
- ProdList
- 420
- Advantage
- 58
- Tel
- 0523-86818997 18652728585
- sales@allyrise.com
- Country
- China
- ProdList
- 2966
- Advantage
- 60
- Tel
- 022-66211289808-808 13672102692
- contact@sphinxpharm.com
- Country
- China
- ProdList
- 138
- Advantage
- 58
- Tel
- 053-88113608 17854192669
- sales07@pharmachemm.com
- Country
- China
- ProdList
- 119
- Advantage
- 58
- Tel
- 021-68900963 15618693615
- Fax
- 021-68900963
- sales@jinghaopharma.com
- Country
- China
- ProdList
- 300
- Advantage
- 58
- Tel
- 025-58231105-8151 15190133791;
- marketing@zenjipharma.com
- Country
- China
- ProdList
- 420
- Advantage
- 58
- Tel
- 020-82185713,82185709 13418171485
- Fax
- 020-82185696
- sales@chem-stone.com
- Country
- China
- ProdList
- 744
- Advantage
- 56
- Tel
- 15347293736
- Fax
- QQ：2853117752
- 2853117764@yongstandards.com
- Country
- China
- ProdList
- 9997
- Advantage
- 58
- Tel
- Fax
- 86-21-57758967
- sales@boylechem.com
- Country
- China
- ProdList
- 2922
- Advantage
- 55
- Tel
- 18210857532; 18210857532
- Fax
- 86-10-82849933
- jkinfo@jkchemical.com
- Country
- China
- ProdList
- 96815
- Advantage
- 76
- Tel
- +86-21-20908456
- Fax
- 021-58180499
- sales@BioChemBest.com
- Country
- China
- ProdList
- 6003
- Advantage
- 61
- Tel
- 0573-85285100 18627885956
- Fax
- 0573-85285100
- isenchem@163.com
- Country
- China
- ProdList
- 9310
- Advantage
- 66
- Tel
- 400-6009262 16621234537
- Fax
- 021-64823266
- chenyj@titansci.com
- Country
- China
- ProdList
- 14101
- Advantage
- 59
- Tel
- 021-54306202 13764082696
- info@hanhongsci.com
- Country
- China
- ProdList
- 42934
- Advantage
- 64
- Tel
- 021-50135380
- shchemsky@sina.com
- Country
- China
- ProdList
- 32321
- Advantage
- 50
- Tel
- 021-53292253
- Fax
- 021-53292253
- biz@synches.com
- Country
- China
- ProdList
- 199
- Advantage
- 64
- Tel
- 021-61551611 13296011611
- Fax
- ＋86 21-50676805
- contact@trustwe.com
- Country
- China
- ProdList
- 9895
- Advantage
- 58
- Tel
- 0755-4000505016 13380397412
- Fax
- 0755 28094224
- 3001272453@qq.com
- Country
- China
- ProdList
- 5158
- Advantage
- 50
- Tel
- 022-60116533 13207668525
- Fax
- 022-60979672
- saleskc@scipharmacn.com
- Country
- China
- ProdList
- 603
- Advantage
- 58
- Tel
- +86 21 61551611
- Fax
- +86 21 50676805
- Country
- China
- ProdList
- 9891
- Advantage
- 58
- Tel
- 18652989687
- Fax
- +86-25-52131256
- sales@norris-pharm.com
- Country
- China
- ProdList
- 8878
- Advantage
- 55
- Tel
- 21-33585366 13311639313
- Fax
- +86-21-34979012
- sales@shyrchem.com
- Country
- China
- ProdList
- 806
- Advantage
- 55
- Tel
- 18860950986
- tangmanman@zenjipharma.com
- Country
- China
- ProdList
- 1733
- Advantage
- 55
- Tel
- +86-21-38682181 15900741819
- Fax
- +86-21-38682181
- Country
- China
- ProdList
- 282
- Advantage
- 55
- Tel
- +86 (20) 28996708,29078958,28139708,29076128,28133708,28139728,28139738,28133718,021-31663278,021-31663578,021-60538387
- Fax
- +86 (20) 39218032
- Country
- China
- ProdList
- 454
- Advantage
- 58
- Tel
- 400-164-7117 13681763483
- Fax
- +86-21-61629029
- product02@bidepharm.com
- Country
- China
- ProdList
- 39966
- Advantage
- 60
- Tel
- +86-021-50890968，021-50891159 +86-18601776121
- Fax
- 086-21-68416099 58604179
- danny@urchem.com
- Country
- China
- ProdList
- 628
- Advantage
- 58
- Tel
- 028-87608726 13540107218
- Fax
- 028-87608725
- sales@cdclimb.com
- Country
- China
- ProdList
- 104
- Advantage
- 58
- Tel
- 0755-0755-66853366 13670046396
- Fax
- 0755-28363542
- sales@chem-strong.com
- Country
- China
- ProdList
- 18333
- Advantage
- 56
- Tel
- 021-50720228
- Fax
- +86-21-50720058
- sales@pharmaresources.cn
- Country
- China
- ProdList
- 31
- Advantage
- 58
- Tel
- 18112588827
- sales4@sepharm.com.cn
- Country
- China
- ProdList
- 285
- Advantage
- 60
- Tel
- 021-60345187 13671753212
- Fax
- 021-34702061
- lzz841106@aliyun.com
- Country
- China
- ProdList
- 10263
- Advantage
- 55
- Tel
- 021-64609169 18901607656
- Fax
- 021-64609160
- greensnown@163.com
- Country
- China
- ProdList
- 9906
- Advantage
- 50
- Tel
- 027-59420981,18702770802
- Fax
- 027-83322098
- Country
- China
- ProdList
- 1975
- Advantage
- 50
- Tel
- +86-021-61654350
- Fax
- +86-021-61654350
- 1245958370@qq.com
- Country
- China
- ProdList
- 2982
- Advantage
- 50
- Tel
- 025-57018978 18251899859
- Fax
- 025-57018008
- sales@chalf-pharm.com
- Country
- China
- ProdList
- 5674
- Advantage
- 50
- Tel
- 020-38082199,29065168,38082986,29878298,29866629,4000192398
- Fax
- +86 (20)38082986
- Country
- China
- ProdList
- 830
- Advantage
- 60
- Tel
- 18068075658
- Fax
- -
- sales@chempioneer.com
- Country
- China
- ProdList
- 1811
- Advantage
- 58
- Tel
- 21-619849051-1 18521059765
- synchempharma@aliyun.com
- Country
- China
- ProdList
- 6468
- Advantage
- 55
- Tel
- +86 (531) 8099-2215
- Fax
- +86 (531) 8099-2215
- putubio@outlook.com
- Country
- China
- ProdList
- 1261
- Advantage
- 55
- Tel
- 021-50908862，442785678，326799392 18721037013
- Fax
- 021-50908862
- siyansales@126.com
- Country
- China
- ProdList
- 9627
- Advantage
- 58
- Tel
- 526763801 13301653310
- Fax
- +86-21-51619052
- 526763801@qq.com
- Country
- China
- ProdList
- 9274
- Advantage
- 55
- Tel
- 0531-88110457; 18954159893
- demi@pharmachemm.com
- Country
- China
- ProdList
- 190
- Advantage
- 58
- Tel
- 021-61312847; 18021002903
- Fax
- QQ:3008007432
- 3008007409@qq.com
- Country
- China
- ProdList
- 71826
- Advantage
- 60
- Tel
- 02781293128
- orders@biochemsafebuy.com
- Country
- China
- ProdList
- 9923
- Advantage
- 55
- Tel
- 0317-5296180 15533709196
- Fax
- 0317-5106596
- sale@enkepharma.com
- Country
- China
- ProdList
- 2267
- Advantage
- 55
- Tel
- 18126413629 0755-23311925 2355327053
- Fax
- 0755-23311925
- abel@ycgmp.com
- Country
- China
- ProdList
- 5113
- Advantage
- 58
- Tel
- 571-89925085
- Fax
- 0086-571-89925065
- sales@amadischem.com
- Country
- China
- ProdList
- 131957
- Advantage
- 58
More
Less
View Lastest Price from (1S-4R)-4-[[(1,1-diMethylethoxy)carbonyl]aMino]- 2-Cyclopentene-1-carboxylic acid Methyl ester manufacturers
Jinan Jianfeng Chemical Co., Ltd
- Product
- (1S-4R)-4-[[(1,1-diMethylethoxy)carbonyl]aMino]- 2-Cyclopentene-1-carboxylic acid Methyl ester 229613-93-8
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 20ton
- Release date
- 2024-08-09
Jinan Jianfeng Chemical Co., Ltd
- Product
- (1S-4R)-4-[[(1,1-diMethylethoxy)carbonyl]aMino]- 2-Cyclopentene-1-carboxylic acid Methyl ester 229613-93-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99%min
- Supply Ability
- 20ton
- Release date
- 2024-08-09
Henan Aochuang Chemical Co.,Ltd.
- Product
- (1S-4R)-4-[[(1,1-diMethylethoxy)carbonyl]aMino]- 2-Cyclopentene-1-carboxylic acid Methyl ester 229613-93-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-30
229613-93-8, (1S-4R)-4-[[(1,1-diMethylethoxy)carbonyl]aMino]- 2-Cyclopentene-1-carboxylic acid Methyl esterRelated Search:
Peramivir Impurity 1
(2S)-2-(8-amino-1-bromoimidazo[1,5-a]pyrazin-3-yl)-1-Pyrrolidinecarboxylic acid phenylmethyl ester
Peramivir
methyl (3aS,4R,6S,6aR)-4-((tert-butoxycarbonyl)amino)-3-(pentan-3-yl)-3a,5,6,6a-tetrahydro-4H-cyclopenta[d]isoxazole-6-carboxylate
Peramivir
Peramivir
Peramivir Impurity 70
Peramivir Impurity 58
Peramivir Impurity 36
Peramivir Impurity 31
Peramivir Impurity 20
Peramivir Impurity 16
Peramivir Impurity 9
Peramivir Impurity 4
Peramivir Impurity 78
Peramivir Impurity 51
Peramivir Impurity 45
Peramivir Impurity 43