(Z)-3-[(3S,4R)-1-((1R,2S)-1-Benzyloxycarbonyl-2-triphenylsilanyloxy-propyl)-2-oxo-4-((E)-styryl)-azetidin-3-ylamino]-but-2-enoic acid methyl ester

Base Information

Chemical Name:(Z)-3-[(3S,4R)-1-((1R,2S)-1-Benzyloxycarbonyl-2-triphenylsilanyloxy-propyl)-2-oxo-4-((E)-styryl)-azetidin-3-ylamino]-but-2-enoic acid methyl ester
CAS No.:143000-38-8
Molecular Formula:C₄₅H₄₄N₂O₆Si
Molecular Weight:736.94
Hs Code.:

(Z)-3-[(3S,4R)-1-((1R,2S)-1-Benzyloxycarbonyl-2-triphenylsilanyloxy-propyl)-2-oxo-4-((E)-styryl)-azetidin-3-ylamino]-but-2-enoic acid methyl ester

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Chemical Property of (Z)-3-[(3S,4R)-1-((1R,2S)-1-Benzyloxycarbonyl-2-triphenylsilanyloxy-propyl)-2-oxo-4-((E)-styryl)-azetidin-3-ylamino]-but-2-enoic acid methyl ester

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Technology Process of (Z)-3-[(3S,4R)-1-((1R,2S)-1-Benzyloxycarbonyl-2-triphenylsilanyloxy-propyl)-2-oxo-4-((E)-styryl)-azetidin-3-ylamino]-but-2-enoic acid methyl ester

There total 5 articles about (Z)-3-[(3S,4R)-1-((1R,2S)-1-Benzyloxycarbonyl-2-triphenylsilanyloxy-propyl)-2-oxo-4-((E)-styryl)-azetidin-3-ylamino]-but-2-enoic acid methyl 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: 60.0%

: 96542-98-2
(2R,3S)-2-[(E)-3-Phenyl-prop-2-en-(Z)-ylideneamino]-3-triphenylsilanyloxy-butyric acid benzyl ester

: 93681-34-6
N-(α-methyl-β-mehoxycarbonylvinyl)aminoacetic acid potassium salt

: 143000-38-8
(Z)-3-[(3S,4R)-1-((1R,2S)-1-Benzyloxycarbonyl-2-triphenylsilanyloxy-propyl)-2-oxo-4-((E)-styryl)-azetidin-3-ylamino]-but-2-enoic acid methyl ester

: 143061-98-7
(Z)-3-[(3R,4S)-1-((1R,2S)-1-Benzyloxycarbonyl-2-triphenylsilanyloxy-propyl)-2-oxo-4-((E)-styryl)-azetidin-3-ylamino]-but-2-enoic acid methyl ester

Guidance literature:: With chloroformic acid ethyl ester; triethylamine; at -20 ℃; Product distribution; examination with other optically active Schiff bases and activated carboxylic acids;
DOI:10.1016/S0040-4039(00)98458-2

Reference yield:

: 14371-10-9
(E)-3-phenylpropenal

: 143000-38-8
(Z)-3-[(3S,4R)-1-((1R,2S)-1-Benzyloxycarbonyl-2-triphenylsilanyloxy-propyl)-2-oxo-4-((E)-styryl)-azetidin-3-ylamino]-but-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / molecular sieves / CH₂Cl₂ / a) 40 deg C, 5 min, b) room temperature, 10 h

2: triethylamine, ethyl chloroformate / CH₂Cl₂ / a) -40 deg C, 2 h, b) to room temperature, overnight

With molecular sieve; chloroformic acid ethyl ester; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4020(01)81577-5

Reference yield:

: 76-86-8
Triphenylsilyl chloride

: 143000-38-8
(Z)-3-[(3S,4R)-1-((1R,2S)-1-Benzyloxycarbonyl-2-triphenylsilanyloxy-propyl)-2-oxo-4-((E)-styryl)-azetidin-3-ylamino]-but-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 97.05 percent / imidazole / dimethylformamide / Ambient temperature

2: 91 percent / molecular sieves / CH₂Cl₂ / a) 40 deg C, 5 min, b) room temperature, 10 h

3: triethylamine, ethyl chloroformate / CH₂Cl₂ / a) -40 deg C, 2 h, b) to room temperature, overnight

With 1H-imidazole; molecular sieve; chloroformic acid ethyl ester; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)81577-5