ChemicalBook > CAS DataBase List > (2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine

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

Product Name
(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
CAS No.
483366-12-7
Chemical Name
(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
Synonyms
(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine;(2S,4R)-N-Boc-trans-2-cyano-4-hydroxypyrrolidine;-tert-Butyl 2-cyano-4-hydroxypyrrolidine-1-carboxylate;(2S,4R)-tert-Butyl 2-cyano-4-hydroxypyrrolidine-1-carboxylate;1-Pyrrolidinecarboxylic acid, 2-cyano-4-hydroxy-, 1,1-dimethylethyl ester, (2S,4R)-
CBNumber
CB62500719
Molecular Formula
C10H16N2O3
Formula Weight
212.25
MOL File
483366-12-7.mol
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(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine Property

Boiling point:
361.4±42.0 °C(Predicted)
Density 
1.19±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
pka
13.90±0.40(Predicted)
form 
solid
color 
White
InChI
InChI=1S/C10H16N2O3/c1-10(2,3)15-9(14)12-6-8(13)4-7(12)5-11/h7-8,13H,4,6H2,1-3H3/t7-,8+/m0/s1
InChIKey
UNVNZVOSYRUJTH-JGVFFNPUSA-N
SMILES
N1(C(OC(C)(C)C)=O)C[C@H](O)C[C@H]1C#N
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Safety

HS Code 
2933998090
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
B201370
Product name
(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
Packaging
50mg
Price
$45
Updated
2021/12/16
Apolloscientific
Product number
OR952355
Product name
(2S,4R)-1-Boc-2-Cyano-4-hydroxypyrrolidine
Purity
98%
Packaging
1g
Price
$93
Updated
2021/12/16
Apolloscientific
Product number
OR952355
Product name
(2S,4R)-1-Boc-2-Cyano-4-hydroxypyrrolidine
Purity
98%
Packaging
5g
Price
$278
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CCH0031619
Product name
(2S,4R)-1-BOC-2-CYANO-4-HYDROXYPYRROLIDINE
Purity
95.00%
Packaging
1G
Price
$289.8
Updated
2021/12/16
Apolloscientific
Product number
OR952355
Product name
(2S,4R)-1-Boc-2-Cyano-4-hydroxypyrrolidine
Purity
98%
Packaging
25g
Price
$755
Updated
2021/12/16
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(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine Chemical Properties,Usage,Production

Synthesis

109384-24-9

483366-12-7

General procedure for the synthesis of (2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidine from (2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine: 7.82 g (34 mmol) of (2S,4R)-1-Boc-2-carbamoyl-4-hydroxypyrrolidine was dissolved in 80 mL of pyridine, followed by a slow addition of 12 mL (84 mmol) trifluoroacetic anhydride. The reaction mixture was cooled to -20 °C and the reaction was stirred at this temperature. Upon completion of the reaction, the mixture was warmed to room temperature and stirring was continued for 24 hours. The excess trifluoroacetic anhydride was quenched by adding an appropriate amount of water. To the reaction mixture was added 200 mL of ethyl acetate, and the organic layer was washed sequentially with 10% aqueous hydrochloric acid (adjusting the pH to 3-5), 50 mL of 2 N sodium hydroxide solution, and 50 mL of saturated saline. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give an oily product. Yield: 5.35 g (74% yield).

References

[1] Patent: WO2003/106456, 2003, A2. Location in patent: Page 28
[2] Patent: EP2246347, 2010, A1. Location in patent: Page/Page column 39

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

Raw materials

Preparation Products

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

Shaoyuan Technology (Shanghai) Co., Ltd.
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483366-12-7, (2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidineRelated Search:


  • (2S,4R)-tert-Butyl 2-cyano-4-hydroxypyrrolidine-1-carboxylate
  • -tert-Butyl 2-cyano-4-hydroxypyrrolidine-1-carboxylate
  • (2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
  • 1-Pyrrolidinecarboxylic acid, 2-cyano-4-hydroxy-, 1,1-dimethylethyl ester, (2S,4R)-
  • (2S,4R)-N-Boc-trans-2-cyano-4-hydroxypyrrolidine
  • 483366-12-7