Z-VAL-TRP-OME

Base Information

• Chemical Name: Z-VAL-TRP-OME
• CAS No.: 17430-65-8
• Molecular Formula: C25H29 N3 O5
• Molecular Weight: 451.522
• Mol file: 17430-65-8.mol

Synonyms:L-Tryptophan,N-[N-[(phenylmethoxy)carbonyl]-L-valyl]-, methyl ester; Tryptophan, N-(N-carboxy-L-valyl)-,N-benzyl methyl ester, L- (8CI); Carbobenzoxy-L-valyl-L-tryptophan methyl ester

Chemical Property of Z-VAL-TRP-OME

Chemical Property:

• PSA: 109.52000
• LogP: 4.10100
• Storage Temp.: -15°C

Purity/Quality:

99% ^*data from raw suppliers

Z-VAL-TRP-OMe ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Z-VAL-TRP-OME

There total 3 articles about Z-VAL-TRP-OME 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: 85.0%

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) + (S)-tryptophan methyl ester hydrochloride (7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8) → (S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanamido)-3-(1H-indol-3-yl)propanoate (17430-65-8)

Guidance literature:

(S)-N-(benzyloxycarbonyl)valine; With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.5h; Inert atmosphere;

(S)-tryptophan methyl ester hydrochloride; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2010.03.012

Reference yield: 48.0%

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) + L-tryptophan methyl ester (4299-70-1) → (S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanamido)-3-(1H-indol-3-yl)propanoate (17430-65-8)

Guidance literature:

(S)-N-(benzyloxycarbonyl)valine; With dicyclohexyl-carbodiimide; In dichloromethane; at 0 ℃; Inert atmosphere;

L-tryptophan methyl ester; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.3762/bjoc.12.74

Reference yield:

(S)-tryptophan methyl ester hydrochloride (7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8) → (S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-methylbutanamido)-3-(1H-indol-3-yl)propanoate (17430-65-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / water / 0.25 h / Inert atmosphere

2.1: dicyclohexyl-carbodiimide / dichloromethane / 0 °C / Inert atmosphere

2.2: 1 h / 0 °C / Inert atmosphere

With potassium carbonate; dicyclohexyl-carbodiimide; In dichloromethane; water;

DOI:10.3762/bjoc.12.74

upstream raw materials:

(S)-N-(benzyloxycarbonyl)valine

(S)-tryptophan methyl ester hydrochloride

L-tryptophan methyl ester

Downstream raw materials:

(S)-methyl 2-(1-benzyloxycarbonylamino-2-methylpropyl)-5-(indol-3-yl)-oxazole-4-carboxylate