2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-methoxycarbonylmethylsulfanyl-4-oxo-azetidin-1-yl}-3-methyl-but-2-enoic acid benzyl ester

Base Information

Chemical Name:2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-methoxycarbonylmethylsulfanyl-4-oxo-azetidin-1-yl}-3-methyl-but-2-enoic acid benzyl ester
CAS No.:79975-78-3
Molecular Formula:C₂₆H₃₉NO₆SSi
Molecular Weight:521.75
Hs Code.:

2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-methoxycarbonylmethylsulfanyl-4-oxo-azetidin-1-yl}-3-methyl-but-2-enoic acid benzyl ester

Synonyms:2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-methoxycarbonylmethylsulfanyl-4-oxo-azetidin-1-yl}-3-methyl-but-2-enoic acid benzyl ester

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Chemical Property of 2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-methoxycarbonylmethylsulfanyl-4-oxo-azetidin-1-yl}-3-methyl-but-2-enoic acid benzyl ester

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Technology Process of 2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-methoxycarbonylmethylsulfanyl-4-oxo-azetidin-1-yl}-3-methyl-but-2-enoic acid benzyl ester

There total 5 articles about 2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-methoxycarbonylmethylsulfanyl-4-oxo-azetidin-1-yl}-3-methyl-but-2-enoic acid 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:

: 15058-70-5
6-diazopenicillanic acid benzyl ester

: 79975-78-3
2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-methoxycarbonylmethylsulfanyl-4-oxo-azetidin-1-yl}-3-methyl-but-2-enoic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / ZnCl₂ / CH₂Cl₂ / 10 °C

2: magnesium trifluoroacetate, diisopropylamine-borane / diethyl ether / 1.25 h / 0 °C

4: t-BuOK / tetrahydrofuran / 4 h / Ambient temperature

With diisopropylamine borane; potassium tert-butylate; magnesium(II) 2,2,2-trifluoroacetate; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja00412a048

Reference yield:

: 3956-31-8,49626-54-2,64519-71-7
benzyl (2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

: 79975-78-3
2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-methoxycarbonylmethylsulfanyl-4-oxo-azetidin-1-yl}-3-methyl-but-2-enoic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

2: 70 percent / ZnCl₂ / CH₂Cl₂ / 10 °C

3: magnesium trifluoroacetate, diisopropylamine-borane / diethyl ether / 1.25 h / 0 °C

5: t-BuOK / tetrahydrofuran / 4 h / Ambient temperature

With diisopropylamine borane; potassium tert-butylate; magnesium(II) 2,2,2-trifluoroacetate; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja00412a048

Reference yield:

: 62263-73-4
(5R)-6c-((R)-1-hydroxy-ethyl)-3,3-dimethyl-7-oxo-(5rH)-4-thia-1-aza-bicyclo[3.2.0]heptane-2c-carboxylic acid benzyl ester

: 79975-78-3
2-{(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-2-methoxycarbonylmethylsulfanyl-4-oxo-azetidin-1-yl}-3-methyl-but-2-enoic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

2: t-BuOK / tetrahydrofuran / 4 h / Ambient temperature

With potassium tert-butylate; In tetrahydrofuran;
DOI:10.1021/ja00412a048