(2S,3R)-2-Amino-3-benzyloxycarbonylamino-succinic acid dimethyl ester

Base Information

Chemical Name:(2S,3R)-2-Amino-3-benzyloxycarbonylamino-succinic acid dimethyl ester
CAS No.:1027984-69-5
Molecular Formula:C₁₄H₁₈N₂O₆
Molecular Weight:310.307
Hs Code.:

Synonyms:(2S,3R)-2-Amino-3-benzyloxycarbonylamino-succinic acid dimethyl ester

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Chemical Property of (2S,3R)-2-Amino-3-benzyloxycarbonylamino-succinic acid dimethyl ester

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Technology Process of (2S,3R)-2-Amino-3-benzyloxycarbonylamino-succinic acid dimethyl ester

There total 6 articles about (2S,3R)-2-Amino-3-benzyloxycarbonylamino-succinic acid dimethyl ester 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:

: 1027971-26-1
(2S,3R)-2-Benzyloxycarbonylamino-3-hydrazino-succinic acid dimethyl ester

: 1027984-69-5
(2S,3R)-2-Amino-3-benzyloxycarbonylamino-succinic acid dimethyl ester

Guidance literature:: With hydrogen; W-2 Raney Ni; In dichloromethane; for 1h; under 2689.2 Torr;
DOI:10.1021/jo00104a019

Reference yield:

: 120230-62-8
dimethyl (S)-N-(9-phenyl-9H-fluoren-9-yl)aspartate

: 1027984-69-5
(2S,3R)-2-Amino-3-benzyloxycarbonylamino-succinic acid dimethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / KHMDS, HMPA / tetrahydrofuran; hexane; CH₂Cl₂ / 1.) -55 deg C, 1 h, 2.) -78 deg C, 4.5 min

2: H₂ / 10percent Pd/C / methanol / 4.5 h / 2689.2 Torr

3: DMAP, pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

4: CF₃COOH / CH₂Cl₂ / 0.75 h

5: H₂ / W-2 Raney Ni / CH₂Cl₂ / 1 h / 2689.2 Torr

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; hydrogen; potassium hexamethylsilazane; trifluoroacetic acid; palladium on activated charcoal; W-2 Raney Ni; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/jo00104a019

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 1027984-69-5
(2S,3R)-2-Amino-3-benzyloxycarbonylamino-succinic acid dimethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: DMAP, pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

2: CF₃COOH / CH₂Cl₂ / 0.75 h

3: H₂ / W-2 Raney Ni / CH₂Cl₂ / 1 h / 2689.2 Torr

With pyridine; dmap; hydrogen; trifluoroacetic acid; W-2 Raney Ni; In dichloromethane;
DOI:10.1021/jo00104a019