{(S)-1-[((R)-1-Carbamoyl-pentylcarbamoyl)-methyl]-3-methyl-butyl}-carbamic acid benzyl ester

Base Information

• Chemical Name: {(S)-1-[((R)-1-Carbamoyl-pentylcarbamoyl)-methyl]-3-methyl-butyl}-carbamic acid benzyl ester
• CAS No.: 200949-26-4
• Molecular Formula: C₂₁H₃₃N₃O₄
• Molecular Weight: 391.511
• Mol file: 200949-26-4.mol

Synonyms:{(S)-1-[((R)-1-Carbamoyl-pentylcarbamoyl)-methyl]-3-methyl-butyl}-carbamic acid benzyl ester

Chemical Property of {(S)-1-[((R)-1-Carbamoyl-pentylcarbamoyl)-methyl]-3-methyl-butyl}-carbamic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(S)-1-[((R)-1-Carbamoyl-pentylcarbamoyl)-methyl]-3-methyl-butyl}-carbamic acid benzyl ester

There total 1 articles about {(S)-1-[((R)-1-Carbamoyl-pentylcarbamoyl)-methyl]-3-methyl-butyl}-carbamic acid benzyl 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: 98.0%

N-Benzyloxycarbonyl-L-Homoleucine (118247-68-0) + (R)-2-Amino-hexanoic acid amide → {(S)-1-[((R)-1-Carbamoyl-pentylcarbamoyl)-methyl]-3-methyl-butyl}-carbamic acid benzyl ester (200949-26-4)

Guidance literature:

With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1016/S0223-5234(99)80063-4

Reference yield:

{(S)-1-[((R)-1-Carbamoyl-pentylcarbamoyl)-methyl]-3-methyl-butyl}-carbamic acid benzyl ester (200949-26-4) → Boc-D-Phe-Gln-Trp-Ala-Val-Gly-His-β-homo-Leu-D-Nle-NH2 (200949-28-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) H₂, 11 N HCl, 2.) BOP, N-methylmorpholine / 1.) 10percent Pd/C / 1.) DMF, EtOH, H₂O, room temp., 2.) DMF, room temp.

2: 96 percent / H₂ / 10percent Pd/C / dimethylformamide; ethanol / 2 h / Ambient temperature

3: 65 percent / BOP, N-methylmorpholine / dimethylformamide / 2 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0223-5234(99)80063-4

Reference yield:

{(S)-1-[((R)-1-Carbamoyl-pentylcarbamoyl)-methyl]-3-methyl-butyl}-carbamic acid benzyl ester (200949-26-4) → H-D-Phe-Gln-Trp-Ala-Val-Gly-His-β-homo-Leu-D-Nle-NH2

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) H₂, 11 N HCl, 2.) BOP, N-methylmorpholine / 1.) 10percent Pd/C / 1.) DMF, EtOH, H₂O, room temp., 2.) DMF, room temp.

2: 96 percent / H₂ / 10percent Pd/C / dimethylformamide; ethanol / 2 h / Ambient temperature

3: 65 percent / BOP, N-methylmorpholine / dimethylformamide / 2 h / Ambient temperature

4: 98 percent / 2-methylindole, CF₃COOH / Ambient temperature

With 4-methyl-morpholine; 2-methyl-1H-indole; hydrogenchloride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; trifluoroacetic acid; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0223-5234(99)80063-4

upstream raw materials:

N-Benzyloxycarbonyl-L-Homoleucine

Downstream raw materials:

4-((S)-2-Benzyloxycarbonylamino-2-{(S)-1-[((R)-1-carbamoyl-pentylcarbamoyl)-methyl]-3-methyl-butylcarbamoyl}-ethyl)-imidazole-1-carboxylic acid benzyl ester

Boc-D-Phe-Gln-Trp-Ala-Val-Gly-His-β-homo-Leu-D-Nle-NH2