benzyl N-{trans-(2S)-2-[2-(tert-butoxycarbonylamino)cyclopropyloxy]propionyl}-L-alanyl-D-isoglutaminate

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Chemical Name:benzyl N-{trans-(2S)-2-[2-(tert-butoxycarbonylamino)cyclopropyloxy]propionyl}-L-alanyl-D-isoglutaminate
CAS No.:682747-33-7
Molecular Formula:C₂₆H₃₈N₄O₈
Molecular Weight:534.61
Hs Code.:

Synonyms:benzyl N-{trans-(2S)-2-[2-(tert-butoxycarbonylamino)cyclopropyloxy]propionyl}-L-alanyl-D-isoglutaminate

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Chemical Property of benzyl N-{trans-(2S)-2-[2-(tert-butoxycarbonylamino)cyclopropyloxy]propionyl}-L-alanyl-D-isoglutaminate

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Technology Process of benzyl N-{trans-(2S)-2-[2-(tert-butoxycarbonylamino)cyclopropyloxy]propionyl}-L-alanyl-D-isoglutaminate

There total 8 articles about benzyl N-{trans-(2S)-2-[2-(tert-butoxycarbonylamino)cyclopropyloxy]propionyl}-L-alanyl-D-isoglutaminate 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: 90.0%

: 59524-62-8
L-alanyl-D-isoglutamine benzyl ester hydrochloride

: 682747-32-6
trans-(2S)-2-(2-[(tert-butoxycarbonyl)amino]cyclopropyloxy)propanoic acid

: 682747-33-7
benzyl N-{trans-(2S)-2-[2-(tert-butoxycarbonylamino)cyclopropyloxy]propionyl}-L-alanyl-D-isoglutaminate

Guidance literature:: trans-(2S)-2-(2-[(tert-butoxycarbonyl)amino]cyclopropyloxy)propanoic acid; With 4-methyl-morpholine; isobutyl chloroformate; In ethyl acetate; N,N-dimethyl-formamide; at -15 ℃; for 0.0833333h;

L-alanyl-D-isoglutamine benzyl ester hydrochloride; With 4-methyl-morpholine; In ethyl acetate; N,N-dimethyl-formamide; for 18h; Further stages.;
DOI:10.1016/j.tet.2004.01.037

Reference yield: 45.0%

: 59524-62-8
L-alanyl-D-isoglutamine benzyl ester hydrochloride

: 682747-32-6
cis-(2S)-2-(2-[(tert-butoxycarbonyl)amino]cyclopropyloxy)propanoic acid

: 682747-33-7
benzyl N-{cis-(2S)-2-[2-(tert-butoxycarbonylamino)cyclopropyloxy]propionyl}-L-alanyl-D-isoglutaminate

Guidance literature:: cis-(2S)-2-(2-[(tert-butoxycarbonyl)amino]cyclopropyloxy)propanoic acid; With 4-methyl-morpholine; isobutyl chloroformate; In ethyl acetate; N,N-dimethyl-formamide; at -15 ℃; for 0.0833333h;

L-alanyl-D-isoglutamine benzyl ester hydrochloride; With 4-methyl-morpholine; In ethyl acetate; N,N-dimethyl-formamide; for 18h; Further stages.;
DOI:10.1016/j.tet.2004.01.037

Reference yield:

: 682747-28-0
isopropyl (2S)-2-(vinyloxy)propanoate

: 682747-33-7
benzyl N-{trans-(2S)-2-[2-(tert-butoxycarbonylamino)cyclopropyloxy]propionyl}-L-alanyl-D-isoglutaminate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 28 percent / [(Rh(OAc)2)2] / CH₂Cl₂ / 8 h / 25 °C

2.1: CF₃COOH / CH₂Cl₂ / 18 h

3.1: 14 percent / DPPA; triethylamine / 3 h / 80 °C

4.1: KOH; ethanol / 3 h / 25 °C

5.1: isobutyl chloroformate; N-methyl-morpholine / ethyl acetate; dimethylformamide / 0.08 h / -15 °C

5.2: 90 percent / N-methyl-morpholine / ethyl acetate; dimethylformamide / 18 h

With 4-methyl-morpholine; dirhodium tetraacetate; potassium hydroxide; ethanol; diphenyl-phosphinic acid; triethylamine; trifluoroacetic acid; isobutyl chloroformate; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.01.037