1-Pyrrolidinecarboxylic acid, 2,2'-([1,1'-biphenyl]-4,4'-diyldi-1H-iMidazole-5,2-diyl)bis-, 1,1'-bis(1,1-diMethylethyl) ester, (2S,2'S)-
- Product Name
- 1-Pyrrolidinecarboxylic acid, 2,2'-([1,1'-biphenyl]-4,4'-diyldi-1H-iMidazole-5,2-diyl)bis-, 1,1'-bis(1,1-diMethylethyl) ester, (2S,2'S)-
- CAS No.
- 1007882-23-6
- Chemical Name
- 1-Pyrrolidinecarboxylic acid, 2,2'-([1,1'-biphenyl]-4,4'-diyldi-1H-iMidazole-5,2-diyl)bis-, 1,1'-bis(1,1-diMethylethyl) ester, (2S,2'S)-
- Synonyms
- (2S,2'S)-;EOS-61352;HCV-IN-30;HCV-IN-30, 10 mM in DMSO;Daclatasvir Intermediates;Daclatasvir Intermediate-2;Dacaltasvir Intermediate 02;Daclatasvir Intermediates Ⅱ;Daclatasvir Intermediates 4;Daclatasvir intermediate 02
- CBNumber
- CB42715201
- Molecular Formula
- C36H44N6O4
- Formula Weight
- 624.77236
- MOL File
- 1007882-23-6.mol
1-Pyrrolidinecarboxylic acid, 2,2'-([1,1'-biphenyl]-4,4'-diyldi-1H-iMidazole-5,2-diyl)bis-, 1,1'-bis(1,1-diMethylethyl) ester, (2S,2'S)- Property
- Boiling point:
- 890.2±65.0 °C(Predicted)
- Density
- 1.220±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 12.83±0.10(Predicted)
- color
- White to Off-White
- InChI
- InChI=1/C36H44N6O4/c1-35(2,3)45-33(43)41-19-7-9-29(41)31-37-21-27(39-31)25-15-11-23(12-16-25)24-13-17-26(18-14-24)28-22-38-32(40-28)30-10-8-20-42(30)34(44)46-36(4,5)6/h11-18,21-22,29-30H,7-10,19-20H2,1-6H3,(H,37,39)(H,38,40)/t29-,30-/s3
- InChIKey
- WPMTYMFNINZZHE-WBOANQFRNA-N
- SMILES
- C1(C2=CC=C(C3NC([C@@H]4CCCN4C(OC(C)(C)C)=O)=NC=3)C=C2)=CC=C(C2NC([C@@H]3CCCN3C(OC(C)(C)C)=O)=NC=2)C=C1 |&1:8,30,r|
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H272May intensify fire; oxidizer
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P220Keep/Store away from clothing/…/combustible materials.
P221Take any precaution to avoid mixing with combustibles/…
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
P370+P378In case of fire: Use … for extinction.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- A5618
- Product name
- methyl N-[(2S)-1-[(2S)-2-[5-[4-[4-[2-[(2S)-1-[(2S)-2-(methoxycarbonylamino)-3-methylbutanoyl]pyrrolidin-2-yl]-1H-imidazol-5-yl]phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate
- Packaging
- 5mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- A5618
- Product name
- methyl N-[(2S)-1-[(2S)-2-[5-[4-[4-[2-[(2S)-1-[(2S)-2-(methoxycarbonylamino)-3-methylbutanoyl]pyrrolidin-2-yl]-1H-imidazol-5-yl]phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate
- Packaging
- 10mM(in 1mL DMSO)
- Price
- $100
- Updated
- 2021/12/16
- Product number
- A5618
- Product name
- methyl N-[(2S)-1-[(2S)-2-[5-[4-[4-[2-[(2S)-1-[(2S)-2-(methoxycarbonylamino)-3-methylbutanoyl]pyrrolidin-2-yl]-1H-imidazol-5-yl]phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate
- Packaging
- 25mg
- Price
- $220
- Updated
- 2021/12/16
- Product number
- A5618
- Product name
- methyl N-[(2S)-1-[(2S)-2-[5-[4-[4-[2-[(2S)-1-[(2S)-2-(methoxycarbonylamino)-3-methylbutanoyl]pyrrolidin-2-yl]-1H-imidazol-5-yl]phenyl]phenyl]-1H-imidazol-2-yl]pyrrolidin-1-yl]-3-methyl-1-oxobutan-2-yl]carbamate
- Packaging
- 100mg
- Price
- $610
- Updated
- 2021/12/16
- Product number
- A203689
- Product name
- Bis(2-methyl-2-propanyl)(2S,2'S)-2,2'-[4,4'-biphenyldiylbis(1H-imidazole-4,2-diyl)]di(1-pyrrolidinecarboxylate)
- Purity
- 95+%
- Packaging
- 5g
- Price
- $29
- Updated
- 2021/12/16
1-Pyrrolidinecarboxylic acid, 2,2'-([1,1'-biphenyl]-4,4'-diyldi-1H-iMidazole-5,2-diyl)bis-, 1,1'-bis(1,1-diMethylethyl) ester, (2S,2'S)- Chemical Properties,Usage,Production
Uses
(2S,2''S)-2,2''-([1,1''-Biphenyl]-4,4''-diyldi-1H-imidazole-5,2-diyl)bis-1-pyrrolidinecarboxylic Acid 1,1''-Bis(1,1-dimethylethyl) Ester is an antiviral agent and Daclatasvir (D101500) intermediate. Daclatasvir inhibits the HCV protein NS5A and thus can be used as a drug candidate for the treatment of hepatitis C (HCV).
Synthesis
1009119-82-7
1007882-23-6
General procedure for the synthesis of (2S,2'S)-di-tert-butyl 2,2'-(4,4'-([1,1'-biphenyl]-4,4'-diyl)bis(1H-imidazole-4,2-diyl))bis(pyrrolidine-1-carboxylate) from DACLATASVIR INTERMEDIATE - daclatasvir intermediate: a mixture of 3 (2 g, 3.01 mmol) and NH4OAc (4.65 g, 60.3 mmol) in toluene (30 mL) was heated to reflux at 130 °C for 15 hours. Upon completion of the reaction, the volatile components were removed by distillation under reduced pressure. The residue was partitioned between CH2Cl2 and H2O until saturation was reached. Saturated aqueous NaHCO3 was added to neutralize the aqueous phase. The aqueous phase was extracted with CH2Cl2, the organic phases were combined, dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The residue was purified by fast column chromatography (silica gel; 50% EtOAc/hexane as eluent) to give product 4 as a white solid (1.6 g, 85% yield).
References
[1] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 16, p. 3147 - 3150
[2] Patent: US2009/43107, 2009, A1. Location in patent: Page/Page column 8
[3] Patent: WO2010/138368, 2010, A1. Location in patent: Page/Page column 148-149
[4] Patent: KR101508022, 2015, B1. Location in patent: Paragraph 0136-0138
[5] Patent: CN106496199, 2017, A. Location in patent: Paragraph 0043; 0061; 0070; 0071; 0072
1-Pyrrolidinecarboxylic acid, 2,2'-([1,1'-biphenyl]-4,4'-diyldi-1H-iMidazole-5,2-diyl)bis-, 1,1'-bis(1,1-diMethylethyl) ester, (2S,2'S)- Preparation Products And Raw materials
Raw materials
Preparation Products
1-Pyrrolidinecarboxylic acid, 2,2'-([1,1'-biphenyl]-4,4'-diyldi-1H-iMidazole-5,2-diyl)bis-, 1,1'-bis(1,1-diMethylethyl) ester, (2S,2'S)- Suppliers
- Tel
- 5108538618
- Fax
- 86 510 85386988-8017
- suger.wang@chemfuture.com
- Country
- China
- ProdList
- 832
- Advantage
- 65
- Tel
- 021-021-58432009 400-005-6266
- Fax
- 021-58436166
- sales8178@energy-chemical.com
- Country
- China
- ProdList
- 44801
- Advantage
- 61
- Tel
- 025-83697070
- Fax
- +86-25-83453306
- info@chemlin.com.cn
- Country
- China
- ProdList
- 15883
- Advantage
- 64
- Tel
- 021-54306202 13764082696
- info@hanhongsci.com
- Country
- China
- ProdList
- 42934
- Advantage
- 64
- Tel
- 15527768836
- 1791901229@qq.com
- Country
- China
- ProdList
- 6950
- Advantage
- 52
- Tel
- 0519-85607258 13912342323;
- Fax
- 0519-85607278
- sales@joyouschem.com
- Country
- China
- ProdList
- 294
- Advantage
- 60
- Tel
- +86 21 61551611
- Fax
- +86 21 50676805
- Country
- China
- ProdList
- 9891
- Advantage
- 58
- Tel
- 021-02136680027 15800370750
- 1706640024@qq.com
- Country
- China
- ProdList
- 570
- Advantage
- 56
- Tel
- 1822-2954721 15901640172
- Fax
- 0731-57805668
- sales03@hn-furui.com
- Country
- China
- ProdList
- 421
- Advantage
- 55
- Tel
- +86-21-33282107
- Fax
- +86-21-37285115
- Country
- China
- ProdList
- 107
- Advantage
- 60
View Lastest Price from 1-Pyrrolidinecarboxylic acid, 2,2'-([1,1'-biphenyl]-4,4'-diyldi-1H-iMidazole-5,2-diyl)bis-, 1,1'-bis(1,1-diMethylethyl) ester, (2S,2'S)- manufacturers
- Product
- (2S,2'S)-di-tert-butyl 2,2'-(4,4'-([1,1'-biphenyl]-4,4'-diyl)bis(1H-iMidazole-4,2-diyl))bis(pyrrolidine-1-carboxylate) 1007882-23-6
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1 ton
- Release date
- 2024-01-05
- Product
- 1-Pyrrolidinecarboxylic acid, 2,2'-([1,1'-biphenyl]-4,4'-diyldi-1H 1007882-23-6
- Price
- US $35.00-0.90/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-03-22
- Product
- (2S,2'S)-2,2'-([1,1'-Biphenyl]-4,4'-diyldi-1H-imidazole-5,2-diyl)bis-1-pyrrolidinecarboxylic acid 1,1'-bis(1,1-dimethylethyl) ester 1007882-23-6
- Price
- US $2.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 200KG
- Release date
- 2018-08-15