[(S)-5-[(S)-2-((R)-2-Allyloxycarbonylamino-propionylamino)-3-(1H-indol-3-yl)-propionylamino]-5-(4-hydroxymethyl-phenylcarbamoyl)-pentyl]-carbamic acid allyl ester

Base Information

Chemical Name:[(S)-5-[(S)-2-((R)-2-Allyloxycarbonylamino-propionylamino)-3-(1H-indol-3-yl)-propionylamino]-5-(4-hydroxymethyl-phenylcarbamoyl)-pentyl]-carbamic acid allyl ester
CAS No.:393523-14-3
Molecular Formula:C₃₅H₄₄N₆O₈
Molecular Weight:676.77
Hs Code.:

[(S)-5-[(S)-2-((R)-2-Allyloxycarbonylamino-propionylamino)-3-(1H-indol-3-yl)-propionylamino]-5-(4-hydroxymethyl-phenylcarbamoyl)-pentyl]-carbamic acid allyl ester

Synonyms:[(S)-5-[(S)-2-((R)-2-Allyloxycarbonylamino-propionylamino)-3-(1H-indol-3-yl)-propionylamino]-5-(4-hydroxymethyl-phenylcarbamoyl)-pentyl]-carbamic acid allyl ester

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Chemical Property of [(S)-5-[(S)-2-((R)-2-Allyloxycarbonylamino-propionylamino)-3-(1H-indol-3-yl)-propionylamino]-5-(4-hydroxymethyl-phenylcarbamoyl)-pentyl]-carbamic acid allyl ester

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Technology Process of [(S)-5-[(S)-2-((R)-2-Allyloxycarbonylamino-propionylamino)-3-(1H-indol-3-yl)-propionylamino]-5-(4-hydroxymethyl-phenylcarbamoyl)-pentyl]-carbamic acid allyl ester

There total 6 articles about [(S)-5-[(S)-2-((R)-2-Allyloxycarbonylamino-propionylamino)-3-(1H-indol-3-yl)-propionylamino]-5-(4-hydroxymethyl-phenylcarbamoyl)-pentyl]-carbamic acid allyl 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: 94.0%

: 623-04-1
4-aminobenzenemethanol

: 393523-11-0
Aloc-D-Ala-Trp-Lys(Aloc)-OH

: 393523-14-3
[(S)-5-[(S)-2-((R)-2-Allyloxycarbonylamino-propionylamino)-3-(1H-indol-3-yl)-propionylamino]-5-(4-hydroxymethyl-phenylcarbamoyl)-pentyl]-carbamic acid allyl ester

Guidance literature:: Aloc-D-Ala-Trp-Lys(Aloc)-OH; With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; at -40 - -30 ℃; for 2h;

4-aminobenzenemethanol; With 4-methyl-morpholine; In tetrahydrofuran; for 2h; Further stages.;
DOI:10.1021/jo0158884

Reference yield:

: 13288-57-8
1,1-dimethylethyl N₆-{[(1,1-dimethylethyl)oxy]carbonyl}-L-lysinate hydrochloride

: 393523-14-3
[(S)-5-[(S)-2-((R)-2-Allyloxycarbonylamino-propionylamino)-3-(1H-indol-3-yl)-propionylamino]-5-(4-hydroxymethyl-phenylcarbamoyl)-pentyl]-carbamic acid allyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 86 percent / Et₃N / CH₂Cl₂ / 5 h / 20 °C

2.1: 2 M NaOH / dioxane; methanol / 1 h / 20 °C

2.2: 69 percent / Et₃N / CH₂Cl₂ / 16 h / 0 °C

3.1: HCl / ethyl acetate / 5 h

4.1: 302 mg / Et₃N / H₂O; acetonitrile / pH 8

5.1: N-methylmorpholine; isobutyl chloroformate / tetrahydrofuran / 2 h / -40 - -30 °C

5.2: 94 percent / N-methylmorpholine / tetrahydrofuran / 2 h

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; triethylamine; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/jo0158884

Reference yield:

: 84771-20-0
2,5-dioxopyrrolidin-1-yl (((9H-fluoren-9-yl)methoxy)carbonyl)-L-tryptophanate

: 393523-14-3
[(S)-5-[(S)-2-((R)-2-Allyloxycarbonylamino-propionylamino)-3-(1H-indol-3-yl)-propionylamino]-5-(4-hydroxymethyl-phenylcarbamoyl)-pentyl]-carbamic acid allyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 86 percent / Et₃N / CH₂Cl₂ / 5 h / 20 °C

2.1: 2 M NaOH / dioxane; methanol / 1 h / 20 °C

2.2: 69 percent / Et₃N / CH₂Cl₂ / 16 h / 0 °C

3.1: HCl / ethyl acetate / 5 h

4.1: 302 mg / Et₃N / H₂O; acetonitrile / pH 8

5.1: N-methylmorpholine; isobutyl chloroformate / tetrahydrofuran / 2 h / -40 - -30 °C

5.2: 94 percent / N-methylmorpholine / tetrahydrofuran / 2 h

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; triethylamine; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1021/jo0158884