(R)-2-[(S)-2-{(R)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid

Base Information

Chemical Name:(R)-2-[(S)-2-{(R)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid
CAS No.:1041194-64-2
Molecular Formula:C₄₂H₅₀N₆O₇
Molecular Weight:750.895
Hs Code.:

(R)-2-[(S)-2-{(R)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid

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Chemical Property of (R)-2-[(S)-2-{(R)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid

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Technology Process of (R)-2-[(S)-2-{(R)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid

There total 4 articles about (R)-2-[(S)-2-{(R)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic 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:

: 7432-21-5
N-carbobenzyloxy-L-tryptophane

: 1041194-64-2
(R)-2-[(S)-2-{(R)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / HOBt; EDC; NEt₃ / CH₂Cl₂ / 2 h / 20 °C

2: hydrogen / 15 percent Pd/C / methanol; tetrahydrofuran / 1 h / 25 °C / 750.06 Torr

3: 1.84 g / HOBt; DIEA; HBTU / dimethylformamide; CH₂Cl₂ / -5 - 5 °C

4: LiOH / tetrahydrofuran; H₂O / 0 °C

With lithium hydroxide; hydrogen; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(02)00179-5

Reference yield:

: 442900-73-4
Z-(Trp-D-Leu)2-OMe

: 1041194-64-2
(R)-2-[(S)-2-{(R)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 0 ℃;
DOI:10.1016/S0040-4020(02)00179-5

Reference yield:

: 442900-72-3
(R)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid methyl ester

: 1041194-64-2
(R)-2-[(S)-2-{(R)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoylamino}-3-(1H-indol-3-yl)-propionylamino]-4-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 1.84 g / HOBt; DIEA; HBTU / dimethylformamide; CH₂Cl₂ / -5 - 5 °C

2: LiOH / tetrahydrofuran; H₂O / 0 °C

With lithium hydroxide; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(02)00179-5