(3S,4S)-<1-(3,4-dimethoxybenzyl)-2-<3-(methylsulfonyloxy)propyl>-4-oxoazetidin-3-yl>carbamic acid tert-butyl ester

Base Information

Chemical Name:(3S,4S)-<1-(3,4-dimethoxybenzyl)-2-<3-(methylsulfonyloxy)propyl>-4-oxoazetidin-3-yl>carbamic acid tert-butyl ester
CAS No.:214837-40-8
Molecular Formula:C₂₁H₃₂N₂O₈S
Molecular Weight:472.56
Hs Code.:

Synonyms:(3S,4S)-<1-(3,4-dimethoxybenzyl)-2-<3-(methylsulfonyloxy)propyl>-4-oxoazetidin-3-yl>carbamic acid tert-butyl ester

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Chemical Property of (3S,4S)-<1-(3,4-dimethoxybenzyl)-2-<3-(methylsulfonyloxy)propyl>-4-oxoazetidin-3-yl>carbamic acid tert-butyl ester

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Technology Process of (3S,4S)-<1-(3,4-dimethoxybenzyl)-2-<3-(methylsulfonyloxy)propyl>-4-oxoazetidin-3-yl>carbamic acid tert-butyl ester

There total 6 articles about (3S,4S)-<1-(3,4-dimethoxybenzyl)-2-<3-(methylsulfonyloxy)propyl>-4-oxoazetidin-3-yl>carbamic acid tert-butyl 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: 76.0%

: 124-63-0
methanesulfonyl chloride

: 214837-28-2
(3S,4S)-<1-(3,4-dimethoxybenzyl)-2-(3-hydroxypropyl)-4-oxoazetidin-3-yl>carbamic acid tert-butyl ester

: 214837-40-8
(3S,4S)-<1-(3,4-dimethoxybenzyl)-2-<3-(methylsulfonyloxy)propyl>-4-oxoazetidin-3-yl>carbamic acid tert-butyl ester

Guidance literature:: With TEA; In dichloromethane; for 2h; Ambient temperature;
DOI:10.1021/jm980023c

Reference yield:

: [(2S,3S)-1-(3,4-Dimethoxy-benzyl)-2-formyl-4-oxo-azetidin-3-yl]-carbamic acid benzyl ester

: 214837-40-8
(3S,4S)-<1-(3,4-dimethoxybenzyl)-2-<3-(methylsulfonyloxy)propyl>-4-oxoazetidin-3-yl>carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / tetrahydrofuran / 20 h

2: NaBH₄ / ethanol / 1 h

3: H₂ / 10 percent Pd/C / ethanol

4: DMAP / ethanol

5: 76 percent / TEA / CH₂Cl₂ / 2 h / Ambient temperature

With dmap; sodium tetrahydroborate; TEA; hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jm980023c

Reference yield:

: 214837-27-1
(3S,4S)-<1-(3,4-dimethoxybenzyl)-2-oxo-4-(3-oxopropenyl)azetidin-3-yl>carbamic acid benzyl ester

: 214837-40-8
(3S,4S)-<1-(3,4-dimethoxybenzyl)-2-<3-(methylsulfonyloxy)propyl>-4-oxoazetidin-3-yl>carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: NaBH₄ / ethanol / 1 h

2: H₂ / 10 percent Pd/C / ethanol

3: DMAP / ethanol

4: 76 percent / TEA / CH₂Cl₂ / 2 h / Ambient temperature

With dmap; sodium tetrahydroborate; TEA; hydrogen; palladium on activated charcoal; In ethanol; dichloromethane;
DOI:10.1021/jm980023c