α-N-benzyloxycarbonyl-β-cyclohexyltryptophan tert-butyl ester

Base Information

• Chemical Name: α-N-benzyloxycarbonyl-β-cyclohexyltryptophan tert-butyl ester
• CAS No.: 296235-54-6
• Molecular Formula: C₂₉H₃₆N₂O₄
• Molecular Weight: 476.616
• Mol file: 296235-54-6.mol

Synonyms:α-N-benzyloxycarbonyl-β-cyclohexyltryptophan tert-butyl ester

Chemical Property of α-N-benzyloxycarbonyl-β-cyclohexyltryptophan tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of α-N-benzyloxycarbonyl-β-cyclohexyltryptophan tert-butyl ester

There total 4 articles about α-N-benzyloxycarbonyl-β-cyclohexyltryptophan tert-butyl 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: 87.0%

2-tert-butoxycarbonyl-3-cyclohexyl-3-(indol-3-yl)-propionic acid (296235-45-5) + benzyl alcohol (100-51-6,185532-71-2) → α-N-benzyloxycarbonyl-β-cyclohexyltryptophan tert-butyl ester (296235-54-6)

Guidance literature:

2-tert-butoxycarbonyl-3-cyclohexyl-3-(indol-3-yl)-propionic acid; With diphenyl-phosphinic acid; triethylamine; In toluene; at 110 ℃; for 2h;

benzyl alcohol; In toluene; at 110 ℃;

DOI:10.1016/S0040-4020(00)00446-4

Reference yield:

indole (120-72-9) → α-N-benzyloxycarbonyl-β-cyclohexyltryptophan tert-butyl ester (296235-54-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 75 percent / D,L-proline / acetonitrile / 6 h / 20 °C

2.1: 84 percent / pyridine / 2 h / Heating

3.1: DPPA; Et₃N / toluene / 2 h / 110 °C

3.2: 87 percent / toluene / 110 °C

With diphenyl-phosphinic acid; triethylamine; rac-Pro-OH; In pyridine; toluene; acetonitrile; 1.1: Condensation / 2.1: Ring cleavage / 3.1: Rearrangement / 3.2: Addition;

DOI:10.1016/S0040-4020(00)00446-4

Reference yield:

5-[cyclohexyl-(indol-3-yl)-methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione (166043-07-8) → α-N-benzyloxycarbonyl-β-cyclohexyltryptophan tert-butyl ester (296235-54-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 84 percent / pyridine / 2 h / Heating

2.1: DPPA; Et₃N / toluene / 2 h / 110 °C

2.2: 87 percent / toluene / 110 °C

With diphenyl-phosphinic acid; triethylamine; In pyridine; toluene; 1.1: Ring cleavage / 2.1: Rearrangement / 2.2: Addition;

DOI:10.1016/S0040-4020(00)00446-4

upstream raw materials:

2-tert-butoxycarbonyl-3-cyclohexyl-3-(indol-3-yl)-propionic acid

benzyl alcohol

indole

5-[cyclohexyl-(indol-3-yl)-methyl]-2,2-dimethyl-1,3-dioxane-4,6-dione