5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-1H-indole-5-carbonyl}-amino)-3-(4-iodo-phenyl)-propionylamino]-isophthalic acid dibenzyl ester

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Chemical Name:5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-1H-indole-5-carbonyl}-amino)-3-(4-iodo-phenyl)-propionylamino]-isophthalic acid dibenzyl ester
CAS No.:178896-45-2
Molecular Formula:C₅₂H₄₉IN₄O₇
Molecular Weight:968.888
Hs Code.:

Synonyms:5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-1H-indole-5-carbonyl}-amino)-3-(4-iodo-phenyl)-propionylamino]-isophthalic acid dibenzyl ester

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Chemical Property of 5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-1H-indole-5-carbonyl}-amino)-3-(4-iodo-phenyl)-propionylamino]-isophthalic acid dibenzyl ester

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Technology Process of 5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-1H-indole-5-carbonyl}-amino)-3-(4-iodo-phenyl)-propionylamino]-isophthalic acid dibenzyl ester

There total 4 articles about 5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-1H-indole-5-carbonyl}-amino)-3-(4-iodo-phenyl)-propionylamino]-isophthalic acid dibenzyl 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%

: 17768-41-1
adamantylmethylamine

: 178896-44-1
5-[(S)-2-[(6-Carboxy-1H-indole-5-carbonyl)-amino]-3-(4-iodo-phenyl)-propionylamino]-isophthalic acid dibenzyl ester

: 178896-45-2
5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-1H-indole-5-carbonyl}-amino)-3-(4-iodo-phenyl)-propionylamino]-isophthalic acid dibenzyl ester

Guidance literature:: With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; Ambient temperature;
DOI:10.1016/0960-894X(96)00192-8

Reference yield:

: 103882-09-3,62129-44-6
N-Boc-4-I-Phe-OH

: 178896-45-2
5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-1H-indole-5-carbonyl}-amino)-3-(4-iodo-phenyl)-propionylamino]-isophthalic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 64 percent / PyBrOP, diisopropylethylamine / CH₂Cl₂

2: 1.) TFA, aq. K₂CO₃ / 2.) CH₃CN, reflux

3: 35 percent / PyBOP, diisopropylethylamine / CH₂Cl₂ / Ambient temperature

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; potassium carbonate; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/0960-894X(96)00192-8

Reference yield:

: 152699-63-3
5-Amino-isophthalic acid dibenzyl ester

: 178896-45-2
5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-1H-indole-5-carbonyl}-amino)-3-(4-iodo-phenyl)-propionylamino]-isophthalic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 64 percent / PyBrOP, diisopropylethylamine / CH₂Cl₂

2: 1.) TFA, aq. K₂CO₃ / 2.) CH₃CN, reflux

3: 35 percent / PyBOP, diisopropylethylamine / CH₂Cl₂ / Ambient temperature

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; potassium carbonate; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/0960-894X(96)00192-8