N-Benzyloxycarbonyl-N-methyl-L-Val-D-α-hydroxy-isovaleriansaeure

Base Information

• Chemical Name: N-Benzyloxycarbonyl-N-methyl-L-Val-D-α-hydroxy-isovaleriansaeure
• CAS No.: 18668-12-7
• Molecular Formula: C₁₉H₂₇NO₆
• Molecular Weight: 365.426

Synonyms:N-Benzyloxycarbonyl-N-methyl-L-Val-D-α-hydroxy-isovaleriansaeure

Chemical Property of N-Benzyloxycarbonyl-N-methyl-L-Val-D-α-hydroxy-isovaleriansaeure

Chemical Property:

Purity/Quality:

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Technology Process of N-Benzyloxycarbonyl-N-methyl-L-Val-D-α-hydroxy-isovaleriansaeure

There total 20 articles about N-Benzyloxycarbonyl-N-methyl-L-Val-D-α-hydroxy-isovaleriansaeure 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:

(S)-2-(N-benzyloxycarbonyl-N-methylamino)-3-methylbutyric acid 1-benzhydryloxycarbonyl-2-methylpropyl ester → 2-(N-benzyloxycarbonyl-N-methylamino)-3-methylbutyric acid 1-carboxy-2-methylpropyl ester (18668-12-7,18668-13-8,18668-14-9,18671-18-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 10h;

DOI:10.1021/ol048437p

Reference yield:

(R)-2-Hydroxy-3-methylbutyric acid (17407-56-6) + Z-MeVal-OH (42417-65-2) → N-Benzyloxycarbonyl-N-methyl-L-Val-D-α-hydroxy-isovaleriansaeure (18668-12-7)

Guidance literature:

Z-MeVal-OH; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 4h;

(R)-2-Hydroxy-3-methylbutyric acid; In tetrahydrofuran; at 20 ℃; for 30h;

DOI:10.1021/ol0478786

Reference yield:

Z-MeVal-OH (42417-65-2) → 2-(N-benzyloxycarbonyl-N-methylamino)-3-methylbutyric acid 1-carboxy-2-methylpropyl ester (18668-12-7,18668-13-8,18668-14-9,18671-18-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / DCC; DMAP; (1R)-(-)-10-camphorsulfonic acid / CH₂Cl₂ / 0 - 20 °C

2: TFA / CH₂Cl₂ / 10 h / 0 °C

With dmap; (R)-10-camphorsulfonic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/ol048437p

upstream raw materials:

N-Benzyloxycarbonyl-N-methyl-D-Val-D-α-hydroxy-isovaleriansaeure-tert.-butylester

Z-D-MeVal

(-)-tert-butyl 2-hydroxy-3-methylbutanoate

N-Benzyloxycarbonyl-N-methyl-L-Val-D-α-hydroxy-isovaleriansaeure-tert.-butylester

Downstream raw materials:

N-Benzyloxycarbonyl-N-methyl-L-Val-D-α-hydroxy-isovaleryl-N-methyl-L-Val-D-α-hydroxy-isovaleryl-N-methyl-L-Val-D-α-hydroxy-isovaleriansaeure-tert.-butylester

N-Benzyloxycarbonyl-N-methyl-L-Val-D-α-hydroxy-isovaleryl-N-methyl-L-Val-D-α-hydroxy-isovaleriansaeure-tert.-butylester

Z-N-Methyl-L-valyl-D-α-oxy-isovaleryl-L-valeryl-D-α-oxy-isovaleryl-D-α-oxy-isovaleriansaeure-tert.-butylester

N-Benzyloxycarbonyl-N-methyl-L-Val-L-α-hydroxy-isovaleryl-N-methyl-L-Val-L-α-hydroxy-isovaleriansaeure-tert.-butylester

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