methyl N-6-<(1,1-dimethylethoxy)carbonyl>-N²-<1-<(phenylmethoxy)carbonyl>-L-prolyl>-L-lysyl>glycinate

Base Information

• Chemical Name: methyl N-6-<(1,1-dimethylethoxy)carbonyl>-N²-<1-<(phenylmethoxy)carbonyl>-L-prolyl>-L-lysyl>glycinate
• CAS No.: 101249-83-6
• Molecular Formula: C₂₇H₄₀N₄O₈
• Molecular Weight: 548.637

Synonyms:methyl N-6-<(1,1-dimethylethoxy)carbonyl>-N²-<1-<(phenylmethoxy)carbonyl>-L-prolyl>-L-lysyl>glycinate

Chemical Property of methyl N-6-<(1,1-dimethylethoxy)carbonyl>-N²-<1-<(phenylmethoxy)carbonyl>-L-prolyl>-L-lysyl>glycinate

Chemical Property:

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Technology Process of methyl N-6-<(1,1-dimethylethoxy)carbonyl>-N²-<1-<(phenylmethoxy)carbonyl>-L-prolyl>-L-lysyl>glycinate

There total 2 articles about methyl N-6-<(1,1-dimethylethoxy)carbonyl>-N²-<1-<(phenylmethoxy)carbonyl>-L-prolyl>-L-lysyl>glycinate 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:

Nα-Benzyloxycarbonyl-Nε-tert-butyloxycarbonyl-L-lysylglycine Methyl Ester (10342-52-6) → methyl N-6-<(1,1-dimethylethoxy)carbonyl>-N2-<1-<(phenylmethoxy)carbonyl>-L-prolyl>-L-lysyl>glycinate (101249-83-6)

Guidance literature:

Multi-step reaction with 2 steps

1: citric acid, H₂ / 20percent Pd/C / methanol / 18 h / 2585.7 Torr

2: 1H-benzotriazol-1-ol (HOBT), Et₃N, DCC / dimethylformamide / 48 h / 25 °C

With hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; citric acid; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00156a012

Reference yield:

H-Lys(BOC)-Gly-OMe (45265-57-4) + N-Benzyloxycarbonyl-L-proline (1148-11-4) → methyl N-6-<(1,1-dimethylethoxy)carbonyl>-N2-<1-<(phenylmethoxy)carbonyl>-L-prolyl>-L-lysyl>glycinate (101249-83-6)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 25 ℃; for 48h; Yield given;

DOI:10.1021/jm00156a012

Reference yield:

methyl N-6-<(1,1-dimethylethoxy)carbonyl>-N2-<1-<(phenylmethoxy)carbonyl>-L-prolyl>-L-lysyl>glycinate (101249-83-6) → Z-Pro-Lys(BOC)-Gly-OH (101250-76-4)

Guidance literature:

With sodium hydroxide; In methanol; for 1h;

DOI:10.1021/jm00156a012

upstream raw materials:

H-Lys(BOC)-Gly-OMe

N-Benzyloxycarbonyl-L-proline

N^α-Benzyloxycarbonyl-N^ε-tert-butyloxycarbonyl-L-lysylglycine Methyl Ester

Downstream raw materials:

Z-Pro-Lys(BOC)-Gly-OH

N--L-prolyl>-L-lysyl>glycine ditrifluoroacetate

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