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

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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
CAS No.:167991-04-0
Molecular Formula:C₃₈H₃₇IN₄O₇
Molecular Weight:788.639
Hs Code.:

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

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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

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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

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

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

: 167991-04-0
5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-1H-indole-5-carbonyl}-amino)-3-(4-iodo-phenyl)-propionylamino]-isophthalic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 64 percent / PyBrOP, diisopropylethylamine / CH₂Cl₂

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

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

4: aq. lithium hydroxide / methanol; tetrahydrofuran / 0.02 h / Heating

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

Reference yield:

: 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

: 167991-04-0
5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-1H-indole-5-carbonyl}-amino)-3-(4-iodo-phenyl)-propionylamino]-isophthalic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; for 0.0166667h; Heating;
DOI:10.1016/0960-894X(96)00192-8

Reference yield:

: 17768-41-1
adamantylmethylamine

: 167991-04-0
5-[(S)-2-({6-[(Adamantan-1-ylmethyl)-carbamoyl]-1H-indole-5-carbonyl}-amino)-3-(4-iodo-phenyl)-propionylamino]-isophthalic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 35 percent / PyBOP, diisopropylethylamine / CH₂Cl₂ / Ambient temperature

2: aq. lithium hydroxide / methanol; tetrahydrofuran / 0.02 h / Heating

With lithium hydroxide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/0960-894X(96)00192-8