(Z)-2-{(2R,3S)-2-[(2R,3S)-1-((Z)-1-Benzhydryloxycarbonyl-3-hydroxy-2-methyl-propenyl)-4-oxo-3-phenylacetylamino-azetidin-2-yldisulfanyl]-4-oxo-3-phenylacetylamino-azetidin-1-yl}-4-hydroxy-3-methyl-but-2-enoic acid benzhydryl ester

Base Information

Chemical Name:(Z)-2-{(2R,3S)-2-[(2R,3S)-1-((Z)-1-Benzhydryloxycarbonyl-3-hydroxy-2-methyl-propenyl)-4-oxo-3-phenylacetylamino-azetidin-2-yldisulfanyl]-4-oxo-3-phenylacetylamino-azetidin-1-yl}-4-hydroxy-3-methyl-but-2-enoic acid benzhydryl ester
CAS No.:76173-00-7
Molecular Formula:C₅₈H₅₄N₄O₁₀S₂
Molecular Weight:1031.22
Hs Code.:

(Z)-2-{(2R,3S)-2-[(2R,3S)-1-((Z)-1-Benzhydryloxycarbonyl-3-hydroxy-2-methyl-propenyl)-4-oxo-3-phenylacetylamino-azetidin-2-yldisulfanyl]-4-oxo-3-phenylacetylamino-azetidin-1-yl}-4-hydroxy-3-methyl-but-2-enoic acid benzhydryl ester

Synonyms:(Z)-2-{(2R,3S)-2-[(2R,3S)-1-((Z)-1-Benzhydryloxycarbonyl-3-hydroxy-2-methyl-propenyl)-4-oxo-3-phenylacetylamino-azetidin-2-yldisulfanyl]-4-oxo-3-phenylacetylamino-azetidin-1-yl}-4-hydroxy-3-methyl-but-2-enoic acid benzhydryl ester

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Chemical Property of (Z)-2-{(2R,3S)-2-[(2R,3S)-1-((Z)-1-Benzhydryloxycarbonyl-3-hydroxy-2-methyl-propenyl)-4-oxo-3-phenylacetylamino-azetidin-2-yldisulfanyl]-4-oxo-3-phenylacetylamino-azetidin-1-yl}-4-hydroxy-3-methyl-but-2-enoic acid benzhydryl ester

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Technology Process of (Z)-2-{(2R,3S)-2-[(2R,3S)-1-((Z)-1-Benzhydryloxycarbonyl-3-hydroxy-2-methyl-propenyl)-4-oxo-3-phenylacetylamino-azetidin-2-yldisulfanyl]-4-oxo-3-phenylacetylamino-azetidin-1-yl}-4-hydroxy-3-methyl-but-2-enoic acid benzhydryl ester

There total 2 articles about (Z)-2-{(2R,3S)-2-[(2R,3S)-1-((Z)-1-Benzhydryloxycarbonyl-3-hydroxy-2-methyl-propenyl)-4-oxo-3-phenylacetylamino-azetidin-2-yldisulfanyl]-4-oxo-3-phenylacetylamino-azetidin-1-yl}-4-hydroxy-3-methyl-but-2-enoic acid benzhydryl 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: 70.0%

: 76190-18-6
(Z)-2-{(2R,3S)-2-[(2R,3S)-1-((Z)-1-Benzhydryloxycarbonyl-2-methyl-3-oxo-propenyl)-4-oxo-3-phenylacetylamino-azetidin-2-yldisulfanyl]-4-oxo-3-phenylacetylamino-azetidin-1-yl}-3-methyl-4-oxo-but-2-enoic acid benzhydryl ester

: 76173-00-7
(Z)-2-{(2R,3S)-2-[(2R,3S)-1-((Z)-1-Benzhydryloxycarbonyl-3-hydroxy-2-methyl-propenyl)-4-oxo-3-phenylacetylamino-azetidin-2-yldisulfanyl]-4-oxo-3-phenylacetylamino-azetidin-1-yl}-4-hydroxy-3-methyl-but-2-enoic acid benzhydryl ester

Guidance literature:: With sodium cyanoborohydride; In tetrahydrofuran; water; at 25 ℃; for 0.5h; pH 3.2;
DOI:10.1021/jo00317a043

Reference yield:

: 76172-98-0
2α-methoxy-3-cephem

: 76173-00-7
(Z)-2-{(2R,3S)-2-[(2R,3S)-1-((Z)-1-Benzhydryloxycarbonyl-3-hydroxy-2-methyl-propenyl)-4-oxo-3-phenylacetylamino-azetidin-2-yldisulfanyl]-4-oxo-3-phenylacetylamino-azetidin-1-yl}-4-hydroxy-3-methyl-but-2-enoic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) N-chlorosuccinimide; 2.) mercuric chloride, cadmium carbonate / 1.) CH₂Cl₂, 0 deg C, 15 min; 2.) water, room temp., 30 min

2: 70 percent / sodium cyanoborohydride / tetrahydrofuran; H₂O / 0.5 h / 25 °C / pH 3.2

With N-chloro-succinimide; cadmium(II) carbonate; sodium cyanoborohydride; mercury dichloride; In tetrahydrofuran; water;
DOI:10.1021/jo00317a043