(S)-3-Benzyloxycarbonylamino-N-tert-butoxycarbonylmethyl-N-(2,2-dimethoxy-ethyl)-succinamic acid methyl ester

Base Information

Chemical Name:(S)-3-Benzyloxycarbonylamino-N-tert-butoxycarbonylmethyl-N-(2,2-dimethoxy-ethyl)-succinamic acid methyl ester
CAS No.:169157-69-1
Molecular Formula:C₂₃H₃₄N₂O₉
Molecular Weight:482.531
Hs Code.:

Synonyms:(S)-3-Benzyloxycarbonylamino-N-tert-butoxycarbonylmethyl-N-(2,2-dimethoxy-ethyl)-succinamic acid methyl ester

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Chemical Property of (S)-3-Benzyloxycarbonylamino-N-tert-butoxycarbonylmethyl-N-(2,2-dimethoxy-ethyl)-succinamic acid methyl ester

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Technology Process of (S)-3-Benzyloxycarbonylamino-N-tert-butoxycarbonylmethyl-N-(2,2-dimethoxy-ethyl)-succinamic acid methyl ester

There total 2 articles about (S)-3-Benzyloxycarbonylamino-N-tert-butoxycarbonylmethyl-N-(2,2-dimethoxy-ethyl)-succinamic acid methyl 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:

: 107-59-5
tert-Butyl chloroacetate

: 169157-69-1
(S)-3-Benzyloxycarbonylamino-N-tert-butoxycarbonylmethyl-N-(2,2-dimethoxy-ethyl)-succinamic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: K₂CO₃ / dimethylformamide

2: BOP; DIEA / dimethylformamide

With potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(02)01038-7

Reference yield:

: 169157-66-8
(2,2-dimethoxyethyl)aminoacetic acid tert-butyl ester

: (S)-2-Benzyloxycarbonylamino-succinic acid 4-methyl ester; hydrochloride

: 169157-69-1
(S)-3-Benzyloxycarbonylamino-N-tert-butoxycarbonylmethyl-N-(2,2-dimethoxy-ethyl)-succinamic acid methyl ester

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(02)01038-7

Reference yield:

: 169157-69-1
(S)-3-Benzyloxycarbonylamino-N-tert-butoxycarbonylmethyl-N-(2,2-dimethoxy-ethyl)-succinamic acid methyl ester

: ((S)-1-{2-[4-(2-Benzyloxycarbonylamino-ethyl)-benzoylamino]-acetyl}-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl)-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: p-TsOH / toluene / 1.5 h / 70 °C

2: H₂ / 10percent Pd/C / methanol / 20 h / 760 Torr / Ambient temperature

3: 1-ethyl-3-<3-(N,N-dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide / 2 h / Ambient temperature

4: H₂ / 10percent Pd/C / methanol / 1 h / 760 Torr / Ambient temperature

5: diethylphosphoryl cyanide, Et₃N / dimethylformamide / 1 h / Ambient temperature

With diethylphosphoryl cyanide; hydrogen; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm970235u