(2S,3R)-1-diphenylmethyl-4,4-dimethyl-3-(p-toluenesulfonylamino)azetidine-2-carboxylic acid

Base Information

Chemical Name:(2S,3R)-1-diphenylmethyl-4,4-dimethyl-3-(p-toluenesulfonylamino)azetidine-2-carboxylic acid
CAS No.:1365548-03-3
Molecular Formula:C₂₆H₂₈N₂O₄S
Molecular Weight:464.585
Hs Code.:

Synonyms:(2S,3R)-1-diphenylmethyl-4,4-dimethyl-3-(p-toluenesulfonylamino)azetidine-2-carboxylic acid

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Chemical Property of (2S,3R)-1-diphenylmethyl-4,4-dimethyl-3-(p-toluenesulfonylamino)azetidine-2-carboxylic acid

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Technology Process of (2S,3R)-1-diphenylmethyl-4,4-dimethyl-3-(p-toluenesulfonylamino)azetidine-2-carboxylic acid

There total 5 articles about (2S,3R)-1-diphenylmethyl-4,4-dimethyl-3-(p-toluenesulfonylamino)azetidine-2-carboxylic 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: 69.0%

: 1365547-99-4
(2S,3R)-ethyl 1-diphenylmethyl-4,4-dimethyl-3-(p-toluenesulfonylamino)azetidine-2-carboxylate

: 1365548-03-3
(2S,3R)-1-diphenylmethyl-4,4-dimethyl-3-(p-toluenesulfonylamino)azetidine-2-carboxylic acid

Guidance literature:: With water; sodium hydroxide; In methanol; for 24h; Reflux;
DOI:10.1039/c2ob06637h

Reference yield:

: 1365548-18-0
(S(S),2S,3R)-ethyl 2-(diphenylmethyleneamino)-4-chloro-4-methyl-3-(p-toluenesulfinylamino)pentanoate

: 1365548-03-3
(2S,3R)-1-diphenylmethyl-4,4-dimethyl-3-(p-toluenesulfonylamino)azetidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate / acetone / 24 h / 20 °C / Reflux

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.03 h / 20 °C

3: sodium cyanoborohydride; acetic acid / methanol / 6 h / 20 °C

4: acetonitrile / 0.17 h / 120 °C / Microwave irradiation

5: water; sodium hydroxide / methanol / 24 h / Reflux

With water; sodium cyanoborohydride; potassium carbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; In methanol; dichloromethane; acetone; acetonitrile;
DOI:10.1039/c2ob06637h

Reference yield:

: (2S,2'R)-ethyl 2-(diphenylmethyleneamino)-2-[3,3-dimethyl-1-(p-toluenesulfonyl)aziridin-2-yl]acetate

: 1365548-03-3
(2S,3R)-1-diphenylmethyl-4,4-dimethyl-3-(p-toluenesulfonylamino)azetidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: sodium cyanoborohydride; acetic acid / methanol / 6 h / 20 °C

2: acetonitrile / 0.17 h / 120 °C / Microwave irradiation

3: water; sodium hydroxide / methanol / 24 h / Reflux

With water; sodium cyanoborohydride; acetic acid; sodium hydroxide; In methanol; acetonitrile;
DOI:10.1039/c2ob06637h