cis-(2S,3S)-(+)-2-acetoxymethyl-1-benzyl-3-ethylaziridine

Base Information

Chemical Name:cis-(2S,3S)-(+)-2-acetoxymethyl-1-benzyl-3-ethylaziridine
CAS No.:315696-01-6
Molecular Formula:C₁₄H₁₉NO₂
Molecular Weight:233.31
Hs Code.:

Synonyms:cis-(2S,3S)-(+)-2-acetoxymethyl-1-benzyl-3-ethylaziridine

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Chemical Property of cis-(2S,3S)-(+)-2-acetoxymethyl-1-benzyl-3-ethylaziridine

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Technology Process of cis-(2S,3S)-(+)-2-acetoxymethyl-1-benzyl-3-ethylaziridine

There total 5 articles about cis-(2S,3S)-(+)-2-acetoxymethyl-1-benzyl-3-ethylaziridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 50.0%

: 108-05-4,9003-20-7
vinyl acetate

: cis-(+/-)-1-benzyl-3-ethyl-2-hydroxymethylaziridine

: cis-(2S,3S)-(-)-1-benzyl-3-ethyl-2-hydroxymethylaziridine

: 315696-13-0
cis-(2R,3R)-(+)-1-benzyl-3-ethyl-2-hydroxymethylaziridine

: 315696-01-6
cis-(2S,3S)-(+)-2-acetoxymethyl-1-benzyl-3-ethylaziridine

Guidance literature:: With Amano PS Lipase; In hexane; at 37 ℃; for 0.583333h;
DOI:10.3987/COM-00-8974

Reference yield:

: 108-05-4,9003-20-7
vinyl acetate

: 18162-48-6
tert-butyldimethylsilyl chloride

: cis-(+/-)-1-benzyl-3-ethyl-2-hydroxymethylaziridine

: 315696-01-6
cis-(2S,3S)-(+)-2-acetoxymethyl-1-benzyl-3-ethylaziridine

: 315696-02-7
cis-(2R,3R)-(+)-1-benzyl-2-(tert-butyldimethylsilyloxy)methyl-3-ethylaziridine

: (2S,3S)-1-Benzyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-ethyl-aziridine

Guidance literature:: vinyl acetate; cis-(+/-)-1-benzyl-3-ethyl-2-hydroxymethylaziridine; With Amano PS Lipase; In hexane; at 37 ℃; for 0.6h;

tert-butyldimethylsilyl chloride; With dmap; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1039/b205374h

Reference yield:

: 15790-87-1,818-59-7,15790-88-2
Methyl (E)-2-pentenoate

: 315696-01-6
cis-(2S,3S)-(+)-2-acetoxymethyl-1-benzyl-3-ethylaziridine

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / bromine / CCl₄ / 2 h / Heating

2: 4.02 g / methanol / 0 - 20 °C

3: 86 percent / LiAlH₄ / tetrahydrofuran / 0.67 h / 20 °C

4: 50 percent / Amano PS Lipase / hexane / 0.58 h / 37 °C

With lithium aluminium tetrahydride; Amano PS Lipase; bromine; In tetrahydrofuran; methanol; tetrachloromethane; hexane; 1: Bromination / 2: Alkylation / 3: Reduction / 4: Esterification;
DOI:10.3987/COM-00-8974