(2S,3R)-2-amino-3-benzylpentanedioic acid

Base Information

Chemical Name:(2S,3R)-2-amino-3-benzylpentanedioic acid
CAS No.:126643-06-9
Molecular Formula:C₁₂H₁₅NO₄
Molecular Weight:237.255
Hs Code.:

Synonyms:

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Chemical Property of (2S,3R)-2-amino-3-benzylpentanedioic acid

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Technology Process of (2S,3R)-2-amino-3-benzylpentanedioic acid

There total 12 articles about (2S,3R)-2-amino-3-benzylpentanedioic 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:

: 126587-36-8
(4S)-1,1-dimethylethyl 4-<(Z)-3'-methoxy-3'-oxo-1'-propenyl>-2,2-dimethyl-3-oxazolidinecarboxylate

: 126643-06-9
(2S,3R)-2-amino-3-benzylpentanedioic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 35 percent / p-TsOH / methanol / 12 h / 25 °C

2: 1.) BuLi, TMEDA, HMPA / 1.) THF, hexane, -78 deg C, 3 min, 2.) THF, hexane, -78 deg C, 5 min

3: 88 percent / AIBN, Bu₃SnH / benzene / 1 h / 80 °C

4: 1M aq. NaOH, KMnO₄ / 12 h / 25 °C

5: TFA / 0.08 h / 25 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; potassium permanganate; n-butyllithium; 2,2'-azobis(isobutyronitrile); N,N,N,N,-tetramethylethylenediamine; tri-n-butyl-tin hydride; toluene-4-sulfonic acid; trifluoroacetic acid; In methanol; benzene;
DOI:10.1016/0040-4020(95)01058-0

Reference yield:

: (2S,3R)-3-Benzyl-2-tert-butoxycarbonylamino-pentanedioic acid

: 126643-06-9
(2S,3R)-2-amino-3-benzylpentanedioic acid

Guidance literature:: With trifluoroacetic acid; Yield given;
DOI:10.1016/S0040-4039(01)80659-6

Reference yield:

: 124085-71-8
(2Z,4S)-4-<<(1,1-dimethylethoxy)carbonyl>amino>-2-penten-5-olide

: 126643-06-9
(2S,3R)-2-amino-3-benzylpentanedioic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) BuLi, TMEDA, HMPA / 1.) THF, hexane, -78 deg C, 3 min, 2.) THF, hexane, -78 deg C, 5 min

2: 88 percent / AIBN, Bu₃SnH / benzene / 1 h / 80 °C

3: 1M aq. NaOH, KMnO₄ / 12 h / 25 °C

4: TFA / 0.08 h / 25 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; potassium permanganate; n-butyllithium; 2,2'-azobis(isobutyronitrile); N,N,N,N,-tetramethylethylenediamine; tri-n-butyl-tin hydride; trifluoroacetic acid; In benzene;
DOI:10.1016/0040-4020(95)01058-0