(R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-(4-methoxy-benzyloxyamino)-propionic acid allyl ester

Base Information

Chemical Name:(R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-(4-methoxy-benzyloxyamino)-propionic acid allyl ester
CAS No.:872472-37-2
Molecular Formula:C₃₂H₅₅NO₇Si₂
Molecular Weight:621.962
Hs Code.:

Synonyms:(R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-(4-methoxy-benzyloxyamino)-propionic acid allyl ester

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Chemical Property of (R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-(4-methoxy-benzyloxyamino)-propionic acid allyl ester

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Technology Process of (R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-(4-methoxy-benzyloxyamino)-propionic acid allyl ester

There total 4 articles about (R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-(4-methoxy-benzyloxyamino)-propionic acid allyl 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: 80.0%

: 872472-30-5
(R)-3-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-1-(4-methoxy-benzyloxy)-azetidin-2-one

: 107-18-6
allyl alcohol

: 872472-37-2
(R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-(4-methoxy-benzyloxyamino)-propionic acid allyl ester

Guidance literature:: With n-butyllithium; at -78 - 20 ℃;
DOI:10.1002/anie.200502015

Reference yield:

: (R)-3-((1S,4S)-1,4-Dihydroxy-cyclohex-2-enyl)-1-(4-methoxy-benzyloxy)-azetidin-2-one

: 872472-37-2
(R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-(4-methoxy-benzyloxyamino)-propionic acid allyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 54 percent / meta-chloroperoxybenzoic acid; sodium hydrogen carbonate / CH₂Cl₂

2: 100 percent / imidazole / CH₂Cl₂

3: 80 percent / n-butyllithium / -78 - 20 °C

With 1H-imidazole; n-butyllithium; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 1: Henbest epoxidation;
DOI:10.1002/anie.200502015

Reference yield:

: (R)-3-((1S,2R,5S,6S)-2,5-Dihydroxy-7-oxa-bicyclo[4.1.0]hept-2-yl)-1-(4-methoxy-benzyloxy)-azetidin-2-one

: 872472-37-2
(R)-2-[(1S,2R,5S,6R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7-oxa-bicyclo[4.1.0]hept-2-yl]-3-(4-methoxy-benzyloxyamino)-propionic acid allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / imidazole / CH₂Cl₂

2: 80 percent / n-butyllithium / -78 - 20 °C

With 1H-imidazole; n-butyllithium; In dichloromethane;
DOI:10.1002/anie.200502015