(3S,4R)-3-[(R)-1-Hydroxyethyl]-4-[(phenylthio)carbonylmethyl]-2-azetidinone

Base Information

Chemical Name:(3S,4R)-3-[(R)-1-Hydroxyethyl]-4-[(phenylthio)carbonylmethyl]-2-azetidinone
CAS No.:90629-38-2
Molecular Formula:C₁₃H₁₅NO₃S
Molecular Weight:265.333
Hs Code.:

Synonyms:(3S,4R)-3-[(R)-1-Hydroxyethyl]-4-[(phenylthio)carbonylmethyl]-2-azetidinone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,4R)-3-[(R)-1-Hydroxyethyl]-4-[(phenylthio)carbonylmethyl]-2-azetidinone

Chemical Property:

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Technology Process of (3S,4R)-3-[(R)-1-Hydroxyethyl]-4-[(phenylthio)carbonylmethyl]-2-azetidinone

There total 4 articles about (3S,4R)-3-[(R)-1-Hydroxyethyl]-4-[(phenylthio)carbonylmethyl]-2-azetidinone 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: 36.5%

: (3S,4S)-3-[(R)-1-hydroxyethyl]-4-[(phenylthio)ethynyl]-2-azetidinone

: 90629-38-2
(3S,4R)-3-[(R)-1-Hydroxyethyl]-4-[(phenylthio)carbonylmethyl]-2-azetidinone

Guidance literature:: With sodium chloride; sodium hydrogencarbonate; In dichloromethane; cyclohexane; water; ethyl acetate;

Reference yield:

: 90628-93-6
3(S)-<1(R)-<(tert-butyldimethylsilyl)oxy>ethyl>-4(R)-<<(phenylthio)carbonyl>methyl>azetidin-2-one

: 90629-38-2
(3S,4R)-3-[(R)-1-Hydroxyethyl]-4-[(phenylthio)carbonylmethyl]-2-azetidinone

Guidance literature:: With boron trifluoride diethyl etherate; In acetonitrile; at 0 ℃; for 0.5h; Yield given;
DOI:10.1016/S0040-4039(01)81292-2

Reference yield:

: 76899-07-5,78963-47-0,78963-48-1,78963-60-7,80951-41-3,81275-02-7,85647-75-2,85954-95-6,92217-74-8,104527-11-9,76855-69-1
(3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one

: 90629-38-2
(3S,4R)-3-[(R)-1-Hydroxyethyl]-4-[(phenylthio)carbonylmethyl]-2-azetidinone

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / Et₃N / tetrahydrofuran / 2 h / Ambient temperature

2: 1) trimethylsilyl trifluoromethanesulfonate

3: boron trifluoride etherate / acetonitrile / 0.5 h / 0 °C

With boron trifluoride diethyl etherate; triethylamine; trimethylsilyl trifluoromethanesulfonate; In tetrahydrofuran; acetonitrile;
DOI:10.1016/S0040-4039(01)81292-2