(3S,4R)-1-allyloxalyl-4-[(2S,6R)-2-[(S)-(1-allyloxycarbonyl)pyrrolidin-3-ylthiomethyl]cyclohexanon-6-yl]-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one

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Chemical Name:(3S,4R)-1-allyloxalyl-4-[(2S,6R)-2-[(S)-(1-allyloxycarbonyl)pyrrolidin-3-ylthiomethyl]cyclohexanon-6-yl]-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one
CAS No.:276240-46-1
Molecular Formula:C₃₁H₄₈N₂O₈SSi
Molecular Weight:636.882
Hs Code.:

(3S,4R)-1-allyloxalyl-4-[(2S,6R)-2-[(S)-(1-allyloxycarbonyl)pyrrolidin-3-ylthiomethyl]cyclohexanon-6-yl]-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one

Synonyms:(3S,4R)-1-allyloxalyl-4-[(2S,6R)-2-[(S)-(1-allyloxycarbonyl)pyrrolidin-3-ylthiomethyl]cyclohexanon-6-yl]-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one

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Chemical Property of (3S,4R)-1-allyloxalyl-4-[(2S,6R)-2-[(S)-(1-allyloxycarbonyl)pyrrolidin-3-ylthiomethyl]cyclohexanon-6-yl]-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one

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Technology Process of (3S,4R)-1-allyloxalyl-4-[(2S,6R)-2-[(S)-(1-allyloxycarbonyl)pyrrolidin-3-ylthiomethyl]cyclohexanon-6-yl]-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one

There total 3 articles about (3S,4R)-1-allyloxalyl-4-[(2S,6R)-2-[(S)-(1-allyloxycarbonyl)pyrrolidin-3-ylthiomethyl]cyclohexanon-6-yl]-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-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: 100.0%

: 74503-07-4
allyl oxalyl chloride

: 211945-10-7
(3S,4R)-4-[(2S,6R)-2-[(S)-(1-allyloxycarbonyl)pyrrolidin-3-ylthiomethyl]cyclohexanon-6-yl]-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one

: 276240-46-1
(3S,4R)-1-allyloxalyl-4-[(2S,6R)-2-[(S)-(1-allyloxycarbonyl)pyrrolidin-3-ylthiomethyl]cyclohexanon-6-yl]-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one

Guidance literature:: With triethylamine; In dichloromethane; for 1h; ice-cooling;
DOI:10.7164/antibiotics.53.404

Reference yield:

: 211945-46-9
(3S,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-[(2R,6R)-2-(hydroxymethyl)cyclohexanon-6-yl]azetidin-2-one

: 276240-46-1
(3S,4R)-1-allyloxalyl-4-[(2S,6R)-2-[(S)-(1-allyloxycarbonyl)pyrrolidin-3-ylthiomethyl]cyclohexanon-6-yl]-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: Et₃N / tetrahydrofuran / 2 h / ice-cooling

2.1: Et₃N / dimethylformamide / 20 °C

2.2: 39 percent / Et₃N / dimethylformamide / 5 h / 20 - 40 °C

3.1: 100 percent / Et₃N / CH₂Cl₂ / 1 h / ice-cooling

With triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: mesylation / 2.1: Elimination / 2.2: Addition / 3.1: Acylation;
DOI:10.7164/antibiotics.53.404

Reference yield:

: 276240-40-5
Methanesulfonic acid (1R,3R)-3-{(2R,3S)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-2-oxo-cyclohexylmethyl ester

: 276240-46-1
(3S,4R)-1-allyloxalyl-4-[(2S,6R)-2-[(S)-(1-allyloxycarbonyl)pyrrolidin-3-ylthiomethyl]cyclohexanon-6-yl]-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: Et₃N / dimethylformamide / 20 °C

1.2: 39 percent / Et₃N / dimethylformamide / 5 h / 20 - 40 °C

2.1: 100 percent / Et₃N / CH₂Cl₂ / 1 h / ice-cooling

With triethylamine; In dichloromethane; N,N-dimethyl-formamide; 1.1: Elimination / 1.2: Addition / 2.1: Acylation;
DOI:10.7164/antibiotics.53.404