(S)-2-(benzyloxycarbonylaminomethyl)-3-phenylpropanoic acid

Base Information

Chemical Name:(S)-2-(benzyloxycarbonylaminomethyl)-3-phenylpropanoic acid
CAS No.:261174-46-3
Molecular Formula:C₁₈H₁₉NO₄
Molecular Weight:313.353
Hs Code.:

Synonyms:(S)-2-(benzyloxycarbonylaminomethyl)-3-phenylpropanoic acid

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Chemical Property of (S)-2-(benzyloxycarbonylaminomethyl)-3-phenylpropanoic acid

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Technology Process of (S)-2-(benzyloxycarbonylaminomethyl)-3-phenylpropanoic acid

There total 10 articles about (S)-2-(benzyloxycarbonylaminomethyl)-3-phenylpropanoic 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: 96.0%

: benzyl {(S)-2-benzyl-3-[(R)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-3-oxopropyl}-carbamate

: 261174-46-3
(S)-2-(benzyloxycarbonylaminomethyl)-3-phenylpropanoic acid

Guidance literature:: With dihydrogen peroxide; lithium hydroxide; In tetrahydrofuran; water; at 0 - 5 ℃; for 2h;
DOI:10.1002/hlca.200900401

Reference yield: 68.0%

: 1605314-18-8
benzyl (S)-2-benzyl-3-oxo-3-[(3aR,7aR)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]propylcarbamate

: 261174-46-3
(S)-2-(benzyloxycarbonylaminomethyl)-3-phenylpropanoic acid

Guidance literature:: With lithium hydroxide monohydrate; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃; for 0.5h;
DOI:10.1002/ejoc.201301834

Reference yield:

: 1605314-14-4
(S)-benzyl 3-benzyl-4-oxo-4-[(3aR,7aR)-2-oxohexahydrobenzo[d]oxazol-3(2H)-yl]butanoate

: 261174-46-3
(S)-2-(benzyloxycarbonylaminomethyl)-3-phenylpropanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 16 h / 760.05 Torr

2: triethylamine; diphenyl phosphoryl azide / 3 h / Reflux

3: lithium hydroxide monohydrate; dihydrogen peroxide / tetrahydrofuran; water / 0.5 h / 0 °C

With lithium hydroxide monohydrate; diphenyl phosphoryl azide; palladium 10% on activated carbon; hydrogen; dihydrogen peroxide; triethylamine; In tetrahydrofuran; water; ethyl acetate; 2: |Curtius Rearrangement;
DOI:10.1002/ejoc.201301834