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(2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidine

Product Name
(2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidine
CAS No.
109384-24-9
Chemical Name
(2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidine
Synonyms
Plugliptin impurity RL103-2;(2S,4R)-N-Boc-trans-4-hydroxy-L-prolinamide;(2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidine;-tert-Butyl 2-carbamoyl-4-hydroxypyrrolidine-1-carboxylate;tert-butyl (2S,4R)-2-carbamoyl-4-hydroxypyrrolidine-1-carboxylate;(2S,4R)-tert-butyl 2-carbamoyl-4-hydroxypyrrolidine-1-carboxylate;1-Pyrrolidinecarboxylic acid, 2-(aminocarbonyl)-4-hydroxy-, 1,1-dimethylethyl ester, (2S,4R)-
CBNumber
CB32500718
Molecular Formula
C10H18N2O4
Formula Weight
230.26
MOL File
109384-24-9.mol
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(2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidine Property

Boiling point:
424.8±45.0 °C(Predicted)
Density 
1.262±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
14.33±0.40(Predicted)
InChI
InChI=1S/C10H18N2O4/c1-10(2,3)16-9(15)12-5-6(13)4-7(12)8(11)14/h6-7,13H,4-5H2,1-3H3,(H2,11,14)/t6-,7+/m1/s1
InChIKey
ISGKNURQVBUGBO-RQJHMYQMSA-N
SMILES
N1(C(OC(C)(C)C)=O)C[C@H](O)C[C@H]1C(N)=O
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
B645738
Product name
(2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidine
Packaging
100mg
Price
$60
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB154449
Product name
(2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidine
Packaging
500mg
Price
$85
Updated
2021/12/16
AK Scientific
Product number
4730AJ
Product name
(2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidine
Packaging
1g
Price
$118
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB154449
Product name
(2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidine
Packaging
1g
Price
$144
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB154449
Product name
(2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidine
Packaging
2g
Price
$250
Updated
2021/12/16
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(2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidine Chemical Properties,Usage,Production

Synthesis

13726-69-7

109384-24-9

General procedure for the synthesis of (2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidine from Boc-L-hydroxyproline: Step 2: Preparation of tert-butyl (2S,4R)-2-carbamoyl-4-hydroxypyrrolidine-1-carboxylate (2S,4R)-1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid 13b (86.4 g, 0.374 mol) was dissolved in 1.2 L of tetrahydrofuran and triethylamine (41 g, 0.411 mol) was added under argon protection. The reaction mixture was cooled to -15 °C and ethyl chloroformate (43.84 g, 0.411 mol) was added slowly. After stirring for 10 min, concentrated ammonia (236.8 mL) was added. The reaction mixture was slowly warmed to 5 °C over 2 h. Ammonium chloride (32 g) was subsequently added. Stirring was continued for 30 minutes followed by phase separation. The organic phase was dried with anhydrous sodium sulfate and the aqueous phase was extracted with ethyl acetate (100 mL x 2). The organic extracts were combined and concentrated under reduced pressure to afford (2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidine (i.e., tert-butyl (2S,4R)-2-carbamoyl-4-hydroxypyrrolidine-1-carboxylate 13c) (74 g, 86% yield) as a white solid.

References

[1] Chemical and Pharmaceutical Bulletin, 2006, vol. 54, # 12, p. 1709 - 1714
[2] Patent: EP2246347, 2010, A1. Location in patent: Page/Page column 39
[3] Patent: WO2003/106456, 2003, A2. Location in patent: Page 28
[4] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 23, p. 6053 - 6061

(2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidine Preparation Products And Raw materials

Raw materials

Preparation Products

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(2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidine Suppliers

China 53 India 1 United Kingdom 1 United States 6 Global 61
Shaoyuan Technology (Shanghai) Co., Ltd.
Tel
021-50795510 4000665055
Email
sy-c5@accelachem.com
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China
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Shanghai jing Hao pharmaceutical technology co., LTD
Tel
021-68900963 15618693615
Fax
021-68900963
Email
sales@jinghaopharma.com
Country
China
ProdList
299
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PharmaBlock Sciences (Nanjing),Inc.
Tel
025-86918202 4000255188
Fax
86-025-86918232
Email
sales@pharmablock.com
Country
China
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5000
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55
Capot Chemical Co., Ltd
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+86 (0) 571 85 58 67 18
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0086-571-85864795
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China
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18207
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EnliPharma Technology Co., Ltd
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0551-66399836 18955197623
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sales@enlipharma.com
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China
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1876
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Nantong MYBio-pharm. Co., Ltd.
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0513-85921823 18662920231
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86-513-85012876
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sales@ntminyanmedical.com
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China
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4206
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ShangHai AmK Pharmaceutical Technology Co., Ltd.
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微信 17321281695 18019252918
Fax
17321281695
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sale@amkchem.com
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China
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15114
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Accela ChemBio Inc.
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+1(858) 699-3322
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+1(858) 876-1948
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marketing@accelachem.com
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United States
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6024
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65
Suzhou Crst Pharmatech Co., Ltd.
Tel
0512-62910395 17751098781
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sales@crstpharma.com
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China
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Tcichem, Inc.
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13918644899
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tianchong009@hotmail.com
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China
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1994
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109384-24-9, (2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidineRelated Search:


  • (2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidine
  • (2S,4R)-tert-butyl 2-carbamoyl-4-hydroxypyrrolidine-1-carboxylate
  • -tert-Butyl 2-carbamoyl-4-hydroxypyrrolidine-1-carboxylate
  • tert-butyl (2S,4R)-2-carbamoyl-4-hydroxypyrrolidine-1-carboxylate
  • 1-Pyrrolidinecarboxylic acid, 2-(aminocarbonyl)-4-hydroxy-, 1,1-dimethylethyl ester, (2S,4R)-
  • (2S,4R)-N-Boc-trans-4-hydroxy-L-prolinamide
  • Plugliptin impurity RL103-2
  • 109384-24-9
  • 109834-24-9