(S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-6-benzyloxycarbonylamino-hexanoic acid methyl ester; compound with trifluoro-acetic acid

Base Information

• Chemical Name: (S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-6-benzyloxycarbonylamino-hexanoic acid methyl ester; compound with trifluoro-acetic acid
• CAS No.: 107327-11-7
• Molecular Formula: C₂HF₃O₂*C₂₆H₃₂N₄O₅
• Molecular Weight: 594.588
• Mol file: 107327-11-7.mol

Synonyms:(S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-6-benzyloxycarbonylamino-hexanoic acid methyl ester; compound with trifluoro-acetic acid

Chemical Property of (S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-6-benzyloxycarbonylamino-hexanoic acid methyl ester; compound with trifluoro-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-6-benzyloxycarbonylamino-hexanoic acid methyl ester; compound with trifluoro-acetic acid

There total 3 articles about (S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-6-benzyloxycarbonylamino-hexanoic acid methyl ester; compound with trifluoro-acetic 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:

Boc-Trp-Lys(Z)-OCH3 (66413-70-5) + trifluoroacetic acid (76-05-1) → (S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-6-benzyloxycarbonylamino-hexanoic acid methyl ester; compound with trifluoro-acetic acid (107327-11-7)

Guidance literature:

With methoxybenzene; In dichloromethane; at 0 - 20 ℃; for 1.5h;

DOI:10.1021/jm00389a002

Reference yield:

methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride (27894-50-4) → (S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-6-benzyloxycarbonylamino-hexanoic acid methyl ester; compound with trifluoro-acetic acid (107327-11-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / N,N-diisopropylethylamine (DIEA), 1-hydroxybenzotriazole (HOBt) / dimethylformamide / a) 0 deg C, 1 h, b) RT, 2 h

2: anisole / CH₂Cl₂ / 1.5 h / 0 - 20 °C

With benzotriazol-1-ol; methoxybenzene; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00389a002

Reference yield:

(tert-butyloxycarbonyl)-l-tryptophan p-nitrophenyl ester (15160-31-3) → (S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-6-benzyloxycarbonylamino-hexanoic acid methyl ester; compound with trifluoro-acetic acid (107327-11-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / N,N-diisopropylethylamine (DIEA), 1-hydroxybenzotriazole (HOBt) / dimethylformamide / a) 0 deg C, 1 h, b) RT, 2 h

2: anisole / CH₂Cl₂ / 1.5 h / 0 - 20 °C

With benzotriazol-1-ol; methoxybenzene; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00389a002

upstream raw materials:

Boc-Trp-Lys(Z)-OCH₃

trifluoroacetic acid

methyl (2S)-2-amino-6-{[(benzyloxy)carbonyl]amino}hexanoate hydrochloride

(tert-butyloxycarbonyl)-l-tryptophan p-nitrophenyl ester

Downstream raw materials:

Boc-Gly-Trp-Lys(Z)-OCH₃