[2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propylamino]-acetic acid ethyl ester

Base Information

Chemical Name:[2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propylamino]-acetic acid ethyl ester
CAS No.:887628-08-2
Molecular Formula:C₂₀H₃₂N₂O₅S
Molecular Weight:412.55
Hs Code.:

[2-<i>tert</i>-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propylamino]-acetic acid ethyl ester

Synonyms:[2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propylamino]-acetic acid ethyl ester

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Chemical Property of [2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propylamino]-acetic acid ethyl ester

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Technology Process of [2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propylamino]-acetic acid ethyl ester

There total 5 articles about [2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propylamino]-acetic acid ethyl 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: 35.0%

: 116430-17-2
[1-formyl-2-(4-methoxy-benzylsulfanyl)-ethyl]-carbamic acid tert-butyl ester

: 637-81-0
ethyl-2-azidoacetate

: 887628-08-2
[2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propylamino]-acetic acid ethyl ester

Guidance literature:: ethyl-2-azidoacetate; With trimethylphosphane; In tetrahydrofuran; toluene; at 0 - 20 ℃;

[1-formyl-2-(4-methoxy-benzylsulfanyl)-ethyl]-carbamic acid tert-butyl ester; With molecular sieve; In tetrahydrofuran; 1,2-dichloro-ethane; for 0.5h;

With sodium cyanoborohydride; In methanol; for 20h;
DOI:10.1016/j.tet.2006.01.065

Reference yield:

: 18942-46-6,58290-35-0
N-(tert-butyloxycarbonyl)-S-(4-methoxybenzyl)cysteine

: 887628-08-2
[2-tert-butoxycarbonylamino-3-(4-methoxy-benzylsulfanyl)-propylamino]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 78 percent / 1-hydroxybenzotriazole hydrate; diisopropylcarbodiimide; ethyldiisopropylamine / molecular sieves / dimethylformamide / 1 h / 20 °C

2.1: lithium aluminium hydride / 1,2-dichloro-ethane; diethyl ether / 0.33 h / -30 - 0 °C

3.1: trimethylphosphine / tetrahydrofuran; toluene / 0 - 20 °C

3.2: molecular sieves / tetrahydrofuran; 1,2-dichloro-ethane / 0.5 h

3.3: 35 percent / NaCNBH₃ / methanol / 20 h

With lithium aluminium tetrahydride; 1-hydroxybenzotriazol-hydrate; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide; trimethylphosphane; molecular sieve; In tetrahydrofuran; diethyl ether; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tet.2006.01.065