(6S,7S)-7-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-chloromethyl-2,2-dimethyl-5-phenylsulfanyl-3-oxa-1-aza-bicyclo[4.2.0]octan-8-one

Base Information

Chemical Name:(6S,7S)-7-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-chloromethyl-2,2-dimethyl-5-phenylsulfanyl-3-oxa-1-aza-bicyclo[4.2.0]octan-8-one
CAS No.:128624-94-2
Molecular Formula:C₂₃H₃₆ClNO₃SSi
Molecular Weight:470.148
Hs Code.:

(6S,7S)-7-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-chloromethyl-2,2-dimethyl-5-phenylsulfanyl-3-oxa-1-aza-bicyclo[4.2.0]octan-8-one

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Chemical Property of (6S,7S)-7-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-chloromethyl-2,2-dimethyl-5-phenylsulfanyl-3-oxa-1-aza-bicyclo[4.2.0]octan-8-one

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Technology Process of (6S,7S)-7-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-chloromethyl-2,2-dimethyl-5-phenylsulfanyl-3-oxa-1-aza-bicyclo[4.2.0]octan-8-one

There total 7 articles about (6S,7S)-7-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-chloromethyl-2,2-dimethyl-5-phenylsulfanyl-3-oxa-1-aza-bicyclo[4.2.0]octan-8-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:

: 85281-73-8
(3S,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)-ethyl]-4-phenylthio-2-azetidinone

: 128624-94-2
(6S,7S)-7-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-chloromethyl-2,2-dimethyl-5-phenylsulfanyl-3-oxa-1-aza-bicyclo[4.2.0]octan-8-one

Guidance literature:: Multi-step reaction with 4 steps

1: 46 percent / rhodium acetate / benzene; CH₂Cl₂ / Heating

2: 54 percent / diisobutylaluminum hydride / tetrahydrofuran / -78 °C

3: 76 percent / CH₃SO₂Cl, pyridine

4: BF₃*OEt₂ / CH₂Cl₂

With pyridine; diisobutylaluminium hydride; methanesulfonyl chloride; rhodium(II) acetate; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; benzene;

Reference yield:

: 128624-90-8
2-[(2S,3S)-3-((R)-1-Hydroxy-ethyl)-4-oxo-azetidin-2-yl]-2-phenylsulfanyl-malonic acid dimethyl ester

: 128624-94-2
(6S,7S)-7-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-chloromethyl-2,2-dimethyl-5-phenylsulfanyl-3-oxa-1-aza-bicyclo[4.2.0]octan-8-one

Guidance literature:: Multi-step reaction with 4 steps

1: imidazole / dimethylformamide

2: 54 percent / diisobutylaluminum hydride / tetrahydrofuran / -78 °C

3: 76 percent / CH₃SO₂Cl, pyridine

4: BF₃*OEt₂ / CH₂Cl₂

With pyridine; 1H-imidazole; diisobutylaluminium hydride; methanesulfonyl chloride; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 128624-92-0
(3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-(2-hydroxy-1-hydroxymethyl-1-phenylsulfanyl-ethyl)-azetidin-2-one

: 128624-94-2
(6S,7S)-7-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-chloromethyl-2,2-dimethyl-5-phenylsulfanyl-3-oxa-1-aza-bicyclo[4.2.0]octan-8-one

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / CH₃SO₂Cl, pyridine

2: BF₃*OEt₂ / CH₂Cl₂

With pyridine; methanesulfonyl chloride; boron trifluoride diethyl etherate; In dichloromethane;