(3R,4S)-3-propargyloxy-4-[(R)-1-hydroxy-2-(1-cyclopentenyl)-ethyl]-1-(p-methoxyphenyl)-2-azetidinone methanesulfonate

Base Information

Chemical Name:(3R,4S)-3-propargyloxy-4-[(R)-1-hydroxy-2-(1-cyclopentenyl)-ethyl]-1-(p-methoxyphenyl)-2-azetidinone methanesulfonate
CAS No.:524936-22-9
Molecular Formula:C₂₁H₂₅NO₆S
Molecular Weight:419.499
Hs Code.:

Synonyms:(3R,4S)-3-propargyloxy-4-[(R)-1-hydroxy-2-(1-cyclopentenyl)-ethyl]-1-(p-methoxyphenyl)-2-azetidinone methanesulfonate

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Chemical Property of (3R,4S)-3-propargyloxy-4-[(R)-1-hydroxy-2-(1-cyclopentenyl)-ethyl]-1-(p-methoxyphenyl)-2-azetidinone methanesulfonate

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Technology Process of (3R,4S)-3-propargyloxy-4-[(R)-1-hydroxy-2-(1-cyclopentenyl)-ethyl]-1-(p-methoxyphenyl)-2-azetidinone methanesulfonate

There total 3 articles about (3R,4S)-3-propargyloxy-4-[(R)-1-hydroxy-2-(1-cyclopentenyl)-ethyl]-1-(p-methoxyphenyl)-2-azetidinone methanesulfonate 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: 74.0%

: 124-63-0
methanesulfonyl chloride

: 524935-96-4
(3R,4S)-3-propargyloxy-4-[(R)-1-hydroxy-2-(1-cyclopentenyl)-ethyl]-1-(p-methoxyphenyl)-2-azetidinone

: 524936-22-9
(3R,4S)-3-propargyloxy-4-[(R)-1-hydroxy-2-(1-cyclopentenyl)-ethyl]-1-(p-methoxyphenyl)-2-azetidinone methanesulfonate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jo0340509

Reference yield:

: 1528-30-9
methylenecyclopentane

: 524936-22-9
(3R,4S)-3-propargyloxy-4-[(R)-1-hydroxy-2-(1-cyclopentenyl)-ethyl]-1-(p-methoxyphenyl)-2-azetidinone methanesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h / -40 °C

2: 74 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

With boron trifluoride diethyl etherate; triethylamine; In dichloromethane;
DOI:10.1021/jo0340509

Reference yield:

: (2R,3R)-1-(4-methoxyphenyl)-4-oxo-3-(prop-2-ynyloxy)azetidine-2-carbaldehyde

: 524936-22-9
(3R,4S)-3-propargyloxy-4-[(R)-1-hydroxy-2-(1-cyclopentenyl)-ethyl]-1-(p-methoxyphenyl)-2-azetidinone methanesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / BF₃*Et₂O / CH₂Cl₂ / 2 h / -40 °C

2: 74 percent / Et₃N / CH₂Cl₂ / 2 h / 20 °C

With boron trifluoride diethyl etherate; triethylamine; In dichloromethane;
DOI:10.1021/jo0340509