(2S,5R,6R)-6-[(Z)-(S)-2-(1-Ethoxy-ethoxy)-1-hydroxy-3-phenyl-allyl]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid allyl ester

Base Information

Chemical Name:(2S,5R,6R)-6-[(Z)-(S)-2-(1-Ethoxy-ethoxy)-1-hydroxy-3-phenyl-allyl]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid allyl ester
CAS No.:109989-88-0
Molecular Formula:C₂₄H₃₁NO₆S
Molecular Weight:461.579
Hs Code.:

(2S,5R,6R)-6-[(Z)-(S)-2-(1-Ethoxy-ethoxy)-1-hydroxy-3-phenyl-allyl]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid allyl ester

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Chemical Property of (2S,5R,6R)-6-[(Z)-(S)-2-(1-Ethoxy-ethoxy)-1-hydroxy-3-phenyl-allyl]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid allyl ester

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Technology Process of (2S,5R,6R)-6-[(Z)-(S)-2-(1-Ethoxy-ethoxy)-1-hydroxy-3-phenyl-allyl]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid allyl ester

There total 3 articles about (2S,5R,6R)-6-[(Z)-(S)-2-(1-Ethoxy-ethoxy)-1-hydroxy-3-phenyl-allyl]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic 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:

: 109991-32-4
2-[1-(ethoxy)ethoxy)acetaldehyde

: 109989-88-0,110044-27-4,113724-45-1
(2S,5R,6R)-6-[(Z)-(S)-2-(1-Ethoxy-ethoxy)-1-hydroxy-3-phenyl-allyl]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 48 percent / 5percent NaOH / methanol

2: 1.) CH₃MgBr, NH₄Cl; 2.) n-Bu₃SnH, AIBN / 1.) CH₂Cl₂, -78 deg C, 2 h; 2.) toluene, 80 deg C

With sodium hydroxide; 2,2'-azobis(isobutyronitrile); methylmagnesium bromide; tri-n-butyl-tin hydride; ammonium chloride; In methanol;
DOI:10.1016/S0040-4039(00)96318-4

Reference yield:

: 100-52-7
benzaldehyde

: 109989-88-0,110044-27-4,113724-45-1
(2S,5R,6R)-6-[(Z)-(S)-2-(1-Ethoxy-ethoxy)-1-hydroxy-3-phenyl-allyl]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 48 percent / 5percent NaOH / methanol

2: 1.) CH₃MgBr, NH₄Cl; 2.) n-Bu₃SnH, AIBN / 1.) CH₂Cl₂, -78 deg C, 2 h; 2.) toluene, 80 deg C

With sodium hydroxide; 2,2'-azobis(isobutyronitrile); methylmagnesium bromide; tri-n-butyl-tin hydride; ammonium chloride; In methanol;
DOI:10.1016/S0040-4039(00)96318-4

Reference yield:

: 99651-34-0
allyl 6,6-dibromopenicillanate

: 109991-05-1
(Z)-2-(1-Ethoxy-ethoxy)-3-phenyl-propenal

: 109989-88-0,110044-27-4,113724-45-1
(2S,5R,6R)-6-[(Z)-(S)-2-(1-Ethoxy-ethoxy)-1-hydroxy-3-phenyl-allyl]-3,3-dimethyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid allyl ester

Guidance literature:: With 2,2'-azobis(isobutyronitrile); methylmagnesium bromide; tri-n-butyl-tin hydride; ammonium chloride; Yield given. Multistep reaction; 1.) CH₂Cl₂, -78 deg C, 2 h; 2.) toluene, 80 deg C;
DOI:10.1016/S0040-4039(00)96318-4