((2S,3S)-3-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-2-methyl-4-oxo-azetidin-1-yl)-phosphonic acid dibenzyl ester

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Chemical Name:((2S,3S)-3-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-2-methyl-4-oxo-azetidin-1-yl)-phosphonic acid dibenzyl ester
CAS No.:87791-70-6
Molecular Formula:C₂₄H₂₆N₅O₆PS
Molecular Weight:543.54
Hs Code.:

Synonyms:((2S,3S)-3-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-2-methyl-4-oxo-azetidin-1-yl)-phosphonic acid dibenzyl ester

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Chemical Property of ((2S,3S)-3-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-2-methyl-4-oxo-azetidin-1-yl)-phosphonic acid dibenzyl ester

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Technology Process of ((2S,3S)-3-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-2-methyl-4-oxo-azetidin-1-yl)-phosphonic acid dibenzyl ester

There total 3 articles about ((2S,3S)-3-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-2-methyl-4-oxo-azetidin-1-yl)-phosphonic acid dibenzyl 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: 35.0%

: 538-37-4
dibenzyl phosphochloridate

: 87791-69-3
2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-N-((2S,3S)-2-methyl-4-oxo-azetidin-3-yl)-acetamide

: 87791-70-6
((2S,3S)-3-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-2-methyl-4-oxo-azetidin-1-yl)-phosphonic acid dibenzyl ester

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at -78 ℃;
DOI:10.1139/v83-296

Reference yield:

: 66215-71-2
2-(2-tritylamino-thiazol-4-yl)-(Z)-2-methoxyiminoacetic acid

: 87791-70-6
((2S,3S)-3-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-2-methyl-4-oxo-azetidin-1-yl)-phosphonic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 38 percent / 1.) Et₃N; 2.) N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ) / tetrahydrofuran; CH₂Cl₂ / 15 h / Ambient temperature

2: 86 percent / formic acid / methanol / 1 h / Heating

3: 35 percent / n-BuLi / tetrahydrofuran / -78 °C

With n-butyllithium; formic acid; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1139/v83-296

Reference yield:

: 87791-68-2
2-[(Z)-Methoxyimino]-N-((2S,3S)-2-methyl-4-oxo-azetidin-3-yl)-2-[2-(trityl-amino)-thiazol-4-yl]-acetamide

: 87791-70-6
((2S,3S)-3-{2-(2-Amino-thiazol-4-yl)-2-[(Z)-methoxyimino]-acetylamino}-2-methyl-4-oxo-azetidin-1-yl)-phosphonic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / formic acid / methanol / 1 h / Heating

2: 35 percent / n-BuLi / tetrahydrofuran / -78 °C

With n-butyllithium; formic acid; In tetrahydrofuran; methanol;
DOI:10.1139/v83-296