(2R,3S)-3-{2-[(Z)-4-Benzothiazol-2-yl-3-methoxymethoxy-benzyloxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-2-methyl-4-oxo-azetidine-1-sulfonic acid

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Chemical Name:(2R,3S)-3-{2-[(Z)-4-Benzothiazol-2-yl-3-methoxymethoxy-benzyloxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-2-methyl-4-oxo-azetidine-1-sulfonic acid
CAS No.:263154-24-1
Molecular Formula:C₄₄H₃₈N₆O₈S₃
Molecular Weight:875.019
Hs Code.:

(2R,3S)-3-{2-[(Z)-4-Benzothiazol-2-yl-3-methoxymethoxy-benzyloxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-2-methyl-4-oxo-azetidine-1-sulfonic acid

Synonyms:(2R,3S)-3-{2-[(Z)-4-Benzothiazol-2-yl-3-methoxymethoxy-benzyloxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-2-methyl-4-oxo-azetidine-1-sulfonic acid

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Chemical Property of (2R,3S)-3-{2-[(Z)-4-Benzothiazol-2-yl-3-methoxymethoxy-benzyloxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-2-methyl-4-oxo-azetidine-1-sulfonic acid

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Technology Process of (2R,3S)-3-{2-[(Z)-4-Benzothiazol-2-yl-3-methoxymethoxy-benzyloxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-2-methyl-4-oxo-azetidine-1-sulfonic acid

There total 5 articles about (2R,3S)-3-{2-[(Z)-4-Benzothiazol-2-yl-3-methoxymethoxy-benzyloxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-2-methyl-4-oxo-azetidine-1-sulfonic acid 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: 54.0%

: 80582-09-8
(2R-cis)-3-amino-2-methyl-4-oxo-1-azetidine-sulfonic acid

: (4-benzothiazol-2-yl-3-methoxymethoxy-benzyloxyimino)-[2-(trityl-amino)-thiazol-4-yl]-acetic acid [1,2,3]triazolo[4,5-b]pyridin-3-yl ester

: 263154-24-1
(2R,3S)-3-{2-[(Z)-4-Benzothiazol-2-yl-3-methoxymethoxy-benzyloxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-2-methyl-4-oxo-azetidine-1-sulfonic acid

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/S0968-0896(99)00261-8

Reference yield:

: 56048-54-5
2-(2-hydroxy-4-methylphenyl)benzothiazole

: 263154-24-1
(2R,3S)-3-{2-[(Z)-4-Benzothiazol-2-yl-3-methoxymethoxy-benzyloxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-2-methyl-4-oxo-azetidine-1-sulfonic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 99 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 0 - 20 °C

2.1: 58 percent / N-bromosuccinimide; 2,2'-azobisisobutyronitrile / CCl₄ / 16 h / Heating; illumination

3.1: 61 percent / K₂CO₃; KI / dimethylformamide / 20 °C

4.1: tributyltin hydride / tetrakis(triphenylphosphine)palladium / tetrahydrofuran / 5 h / 20 °C

4.2: 66 percent / AcOH / acetonitrile / 2 h / 20 °C / pH 3

5.1: DCC; DMAP / dimethylformamide / 0.5 h / 20 °C

6.1: 54 percent / NEt₃ / dimethylformamide / 20 °C

With dmap; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; dicyclohexyl-carbodiimide; potassium iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; tetrachloromethane; N,N-dimethyl-formamide; 1.1: Etherification / 2.1: Bromination / 3.1: Alkylation / 4.1: deallylation; stannylation / 4.2: Hydrolysis / 5.1: Esterification / 6.1: Acylation;
DOI:10.1016/S0968-0896(99)00261-8

Reference yield:

: 263153-50-0
2-[2-[(methoxymethyl)oxy]-4-methylphenyl]benzothiazole

: 263154-24-1
(2R,3S)-3-{2-[(Z)-4-Benzothiazol-2-yl-3-methoxymethoxy-benzyloxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-2-methyl-4-oxo-azetidine-1-sulfonic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 58 percent / N-bromosuccinimide; 2,2'-azobisisobutyronitrile / CCl₄ / 16 h / Heating; illumination

2.1: 61 percent / K₂CO₃; KI / dimethylformamide / 20 °C

3.1: tributyltin hydride / tetrakis(triphenylphosphine)palladium / tetrahydrofuran / 5 h / 20 °C

3.2: 66 percent / AcOH / acetonitrile / 2 h / 20 °C / pH 3

4.1: DCC; DMAP / dimethylformamide / 0.5 h / 20 °C

5.1: 54 percent / NEt₃ / dimethylformamide / 20 °C

With dmap; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; potassium carbonate; triethylamine; dicyclohexyl-carbodiimide; potassium iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; tetrachloromethane; N,N-dimethyl-formamide; 1.1: Bromination / 2.1: Alkylation / 3.1: deallylation; stannylation / 3.2: Hydrolysis / 4.1: Esterification / 5.1: Acylation;
DOI:10.1016/S0968-0896(99)00261-8