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ChemicalBook CAS DataBase List (S)-3-CYANOMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
1187931-76-5

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

4synthesis methods
773837-37-9 Synthesis
sodium:cyanide

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

1187931-76-5
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Yield:1187931-76-5 90.16%

Reaction Conditions:

in dimethyl sulfoxide at 100;

Steps:

A.2 Step 2: (5)-tert-butyl 3-(cyanomethyl)pyrrolidine-1-carboxylate

100 198j To a solution of (5)-tert-butyl 3-(tosyloxymethyl)pyrrolidine- 1 -carboxylate (3.0 g, 8.44 mmol) in DMSO (40 mL) was added NaCN (596 mg, 10.13 mmol) at 100°C overnight. TLC showed the reaction was completed. The mixture was poured into the ice water andextracted with ethyl acetate (100 mL x 2). The organic layers were dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel column chromatography (petroleum ether : ethyl acetate = 100 : ito 4: 1) to give (R)-tert-butyl 3-(cyanomethyl)pyrrolidine-i- carboxylate (1.6 g, 90.16% yield) as a white solid. LC-MS: m/z 155 = [M+H-56j.

References:

WO2017/27684,2017,A1 Location in patent:Paragraph 00198

773837-37-9 Synthesis
sodium:cyanide

773837-37-9
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330797-71-2 Synthesis
(R)-tert-butyl 3-(tosyloxyMethyl)
pyrrolidine-1-carboxylate

330797-71-2
9 suppliers
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(S)-3-CYANOMETHYL-PYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

1187931-76-5
32 suppliers
inquiry