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

Base Information

Chemical Name:(2S,3R)-ethyl 1-diphenylmethyl-4,4-dimethyl-3-(p-toluenesulfonylamino)azetidine-2-carboxylate
CAS No.:1365547-99-4
Molecular Formula:C₂₈H₃₂N₂O₄S
Molecular Weight:492.639
Hs Code.:

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

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

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

There total 4 articles about (2S,3R)-ethyl 1-diphenylmethyl-4,4-dimethyl-3-(p-toluenesulfonylamino)azetidine-2-carboxylate 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: 63.0%

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

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

Guidance literature:: In acetonitrile; at 120 ℃; for 0.166667h; optical yield given as %ee; Microwave irradiation;
DOI:10.1039/c2ob06637h

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With sodium cyanoborohydride; potassium carbonate; acetic acid; 3-chloro-benzenecarboperoxoic acid; 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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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