(R)-3-CYANOMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER synthesis

4synthesis methods

Product Name:(R)-3-CYANOMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
CAS Number:274692-07-8
Molecular formula:C11H18N2O2
Molecular Weight:210.27

773837-37-9 Synthesis

773837-37-9
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tert-Butyl (3S)-3-({[(4-methylbenzene)sulfonyl]oxy}methyl)pyrrolidine-1-carboxylate

1391730-27-0
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(R)-3-CYANOMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

274692-07-8
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Yield:274692-07-8 94.8%

Reaction Conditions:

in dimethyl sulfoxide at 90;

Steps:

A.2 Step 2: tert-butyl (R)-tert-butyl 3-(cyanomethyl)pyrrolidine-1-carboxylate

1001921 To a mixture of (5)-tert-butyl 3-(tosyloxymethyl)pyrrolidine- 1 -carboxylate (5.17 g, 14.5 mmol) in methylsulfinylmethane (20 mL) was added NaCN (855 mg, 17.5 mmol). The mixture was stirred at 90°C overnight. The mixture was diluted with EtOAc and washed with saturated aqueous lithium chloride solution and brine successively, dried over Na2SO4 andconcentrated under reduced pressure. The residue was purified by silica gel columnchromatography (petroleum ether: ethyl acetate = 5 : 1) to give (R)-tert-butyl 3-(cyanomethyl)pyrrolidine-i-carboxylate (2.90 g, 94.8 % yield) as a colorless oil. LC-MS: m/z =211 [M+Hj.

References:

WO2017/27684,2017,A1 Location in patent:Paragraph 00192

75-86-5 Synthesis

75-86-5
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(S)-TERT-BUTYL 3-(((METHYLSULFONYL)OXY)METHYL)PYRROLIDINE-1-CARBOXYLATE

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274692-07-8
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(S)-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

199174-24-8
179 suppliers
$11.00/250mg

274692-07-8
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(R)-3-HYDROXYMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

138108-72-2
189 suppliers
$7.00/250mg

274692-07-8
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References