(3-Azido-propyl)-[2-(5-{(S)-2-[2-(4-benzyloxy-phenyl)-acetylamino]-3-carbamoyl-propionylamino}-pentylcarbamoyl)-ethyl]-carbamic acid benzyl ester

Base Information

Chemical Name:(3-Azido-propyl)-[2-(5-{(S)-2-[2-(4-benzyloxy-phenyl)-acetylamino]-3-carbamoyl-propionylamino}-pentylcarbamoyl)-ethyl]-carbamic acid benzyl ester
CAS No.:177906-36-4
Molecular Formula:C₃₈H₄₈N₈O₇
Molecular Weight:728.849
Hs Code.:

Synonyms:(3-Azido-propyl)-[2-(5-{(S)-2-[2-(4-benzyloxy-phenyl)-acetylamino]-3-carbamoyl-propionylamino}-pentylcarbamoyl)-ethyl]-carbamic acid benzyl ester

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Chemical Property of (3-Azido-propyl)-[2-(5-{(S)-2-[2-(4-benzyloxy-phenyl)-acetylamino]-3-carbamoyl-propionylamino}-pentylcarbamoyl)-ethyl]-carbamic acid benzyl ester

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Technology Process of (3-Azido-propyl)-[2-(5-{(S)-2-[2-(4-benzyloxy-phenyl)-acetylamino]-3-carbamoyl-propionylamino}-pentylcarbamoyl)-ethyl]-carbamic acid benzyl ester

There total 13 articles about (3-Azido-propyl)-[2-(5-{(S)-2-[2-(4-benzyloxy-phenyl)-acetylamino]-3-carbamoyl-propionylamino}-pentylcarbamoyl)-ethyl]-carbamic acid benzyl 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: 90.0%

: 177906-35-3
(4-benzyloxyphenyl)acetic acid succinimidyl ester

: 177906-34-2
{2-[5-((S)-2-Amino-3-carbamoyl-propionylamino)-pentylcarbamoyl]-ethyl}-(3-azido-propyl)-carbamic acid benzyl ester

: 177906-36-4
(3-Azido-propyl)-[2-(5-{(S)-2-[2-(4-benzyloxy-phenyl)-acetylamino]-3-carbamoyl-propionylamino}-pentylcarbamoyl)-ethyl]-carbamic acid benzyl ester

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide; for 12h; Ambient temperature;
DOI:10.1248/cpb.44.972

Reference yield:

: 156-38-7
4-hydroxyphenylacetate

: 177906-36-4
(3-Azido-propyl)-[2-(5-{(S)-2-[2-(4-benzyloxy-phenyl)-acetylamino]-3-carbamoyl-propionylamino}-pentylcarbamoyl)-ethyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH / 1.) MeOH, 70 deg C, 1 h, 2.) DMF, 70 deg C, 3 d

2: 99 percent / 0.3N NaOH / ethanol / 5 h / 80 °C

3: 72.3 percent / DCC / acetone; ethyl acetate / 3 h / 0 - 20 °C

4: 90 percent / Et₃N / dimethylformamide / 12 h / Ambient temperature

With sodium hydroxide; sodium hydride; triethylamine; dicyclohexyl-carbodiimide; In ethanol; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1248/cpb.44.972

Reference yield:

: 10494-79-8
methyl N-(3-hydroxypropyl)-β-alaninate

: 177906-36-4
(3-Azido-propyl)-[2-(5-{(S)-2-[2-(4-benzyloxy-phenyl)-acetylamino]-3-carbamoyl-propionylamino}-pentylcarbamoyl)-ethyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 85 percent / NaHCO₃ / dimethylsulfoxide; ethyl acetate / Ambient temperature

2: pyridine / CH₂Cl₂ / 4 h / 0 °C

3: 63 percent / NaN₃ / dimethylformamide / 48 h / Ambient temperature

4: 99 percent / 1N NaOH / methanol / 1.5 h / 60 °C

5: 80 percent / DCC / acetone; ethyl acetate / 12 h / 0 °C

6: 85 percent / dimethylformamide / Ambient temperature

7: 98 percent / CF₃COOH / CH₂Cl₂ / 3 h / 0 °C

8: 90 percent / Et₃N / dimethylformamide / 12 h / Ambient temperature

With pyridine; sodium hydroxide; sodium azide; sodium hydrogencarbonate; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1248/cpb.44.972