(1R,4S,5S)-4-[(1S)-1-(tert-butyldiphenylsilyloxy)but-3-enyl]-6-(3',4'-dimethoxybenzyl)-3-oxa-6-azabicyclo[3.1.0]hexan-2-one

Base Information

Chemical Name:(1R,4S,5S)-4-[(1S)-1-(tert-butyldiphenylsilyloxy)but-3-enyl]-6-(3',4'-dimethoxybenzyl)-3-oxa-6-azabicyclo[3.1.0]hexan-2-one
CAS No.:1141897-52-0
Molecular Formula:C₃₁H₃₅NO₅SSi
Molecular Weight:561.774
Hs Code.:

Synonyms:(1R,4S,5S)-4-[(1S)-1-(tert-butyldiphenylsilyloxy)but-3-enyl]-6-(3',4'-dimethoxybenzyl)-3-oxa-6-azabicyclo[3.1.0]hexan-2-one

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Chemical Property of (1R,4S,5S)-4-[(1S)-1-(tert-butyldiphenylsilyloxy)but-3-enyl]-6-(3',4'-dimethoxybenzyl)-3-oxa-6-azabicyclo[3.1.0]hexan-2-one

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Technology Process of (1R,4S,5S)-4-[(1S)-1-(tert-butyldiphenylsilyloxy)but-3-enyl]-6-(3',4'-dimethoxybenzyl)-3-oxa-6-azabicyclo[3.1.0]hexan-2-one

There total 1 articles about (1R,4S,5S)-4-[(1S)-1-(tert-butyldiphenylsilyloxy)but-3-enyl]-6-(3',4'-dimethoxybenzyl)-3-oxa-6-azabicyclo[3.1.0]hexan-2-one 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: 60.0%

: 1141897-47-3
(1R,4S,5S)-4-[(1S)-1-(tert-butyldiphenylsilyloxy)but-3-enyl]-6-(3',4'-dimethoxybenzyl)-3-oxa-6-azabicyclo[3.1.0]hexan-2-one

: 98-59-9
p-toluenesulfonyl chloride

: 1141897-52-0
(1R,4S,5S)-4-[(1S)-1-(tert-butyldiphenylsilyloxy)but-3-enyl]-6-(3',4'-dimethoxybenzyl)-3-oxa-6-azabicyclo[3.1.0]hexan-2-one

Guidance literature:: (1R,4S,5S)-4-[(1S)-1-(tert-butyldiphenylsilyloxy)but-3-enyl]-6-(3',4'-dimethoxybenzyl)-3-oxa-6-azabicyclo[3.1.0]hexan-2-one; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃; for 24h;

p-toluenesulfonyl chloride; With pyridine; In dichloromethane; water; at 20 ℃; for 2h;
DOI:10.1002/ejoc.200801000

Reference yield: 79.0%

: 1141897-52-0
(1R,4S,5S)-4-[(1S)-1-(tert-butyldiphenylsilyloxy)but-3-enyl]-6-(3',4'-dimethoxybenzyl)-3-oxa-6-azabicyclo[3.1.0]hexan-2-one

: 108-24-7
acetic anhydride

: 1141897-53-1
(3S,4R,5S)-3-acetoxy-4-[(acetyl)(tosyl)amino]-5-[(1S)-1-(tert-butyldiphenylsilyloxy)but-3-enyl]tetrahydrofuran-2-one

Guidance literature:: With tributylphosphine; In toluene; at 90 ℃; for 2h; Inert atmosphere; Microwave irradiation;
DOI:10.1002/ejoc.200801000