{(2S,3S)-2-((R)-1-Acetoxy-allyl)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-hydroxy-acetic acid 4-nitro-benzyl ester

Base Information

Chemical Name:{(2S,3S)-2-((R)-1-Acetoxy-allyl)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-hydroxy-acetic acid 4-nitro-benzyl ester
CAS No.:112563-46-9
Molecular Formula:C₂₇H₂₇N₃O₁₃
Molecular Weight:601.524
Hs Code.:

{(2S,3S)-2-((R)-1-Acetoxy-allyl)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-hydroxy-acetic acid 4-nitro-benzyl ester

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Chemical Property of {(2S,3S)-2-((R)-1-Acetoxy-allyl)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-hydroxy-acetic acid 4-nitro-benzyl ester

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Technology Process of {(2S,3S)-2-((R)-1-Acetoxy-allyl)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-hydroxy-acetic acid 4-nitro-benzyl ester

There total 5 articles about {(2S,3S)-2-((R)-1-Acetoxy-allyl)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-hydroxy-acetic acid 4-nitro-benzyl ester 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: 62.0%

: 64370-35-0
p-nitrobenzyl glyoxylate

: 112563-44-7
(3RS,4RS)-4-<(1SR)-1-Acetoxyprop-2-enyl>-1-dimethyl-tert-butylsilyl-3-<(1SR)-1-p-nitrobenzyloxycarbonyloxyethyl>azetidin-2-one

: 112563-46-9
{(2S,3S)-2-((R)-1-Acetoxy-allyl)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-hydroxy-acetic acid 4-nitro-benzyl ester

Guidance literature:: In benzene; for 36h; Heating;
DOI:10.1039/P19910002399

Reference yield:

: 107668-31-5
(1'RS,3SR,4RS)-4-allyl-1-(dimethyl-t-butylsilyl)-3-<1-(p-nitrobenzyloxycarbonyloxy)ethyl>-azetidin-2-one

: 112563-46-9
{(2S,3S)-2-((R)-1-Acetoxy-allyl)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-hydroxy-acetic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 35 percent / SeO₂, tert-butyl hydroperoxide / 1,2-dichloro-ethane / 24 h / 45 - 50 °C

2: 86 percent / NEt₃, DMAP / CH₂Cl₂ / 1.5 h / Ambient temperature

3: 62 percent / benzene / 36 h / Heating

With tert.-butylhydroperoxide; dmap; selenium(IV) oxide; triethylamine; In dichloromethane; 1,2-dichloro-ethane; benzene;
DOI:10.1039/P19910002399

Reference yield:

: 112563-43-6,112653-08-4
(3RS,4RS)-1-Dimethyl-tert-butylsilyl-4-<(1SR)-1-hydroxyprop-2-enyl>-3-<(1SR)-1-p-nitrobenzyloxycarbonyloxyethyl>azetidin-2-one

: 112563-46-9
{(2S,3S)-2-((R)-1-Acetoxy-allyl)-3-[(R)-1-(4-nitro-benzyloxycarbonyloxy)-ethyl]-4-oxo-azetidin-1-yl}-hydroxy-acetic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / NEt₃, DMAP / CH₂Cl₂ / 1.5 h / Ambient temperature

2: 62 percent / benzene / 36 h / Heating

With dmap; triethylamine; In dichloromethane; benzene;
DOI:10.1039/P19910002399