(R)-N⁴-Benzyloxy-N¹-[(S)-(4-hydroxy-phenyl)-methylcarbamoyl-methyl]-2-isobutyl-succinamide

Base Information

• Chemical Name: (R)-N⁴-Benzyloxy-N¹-[(S)-(4-hydroxy-phenyl)-methylcarbamoyl-methyl]-2-isobutyl-succinamide
• CAS No.: 168158-23-4
• Molecular Formula: C₂₄H₃₁N₃O₅
• Molecular Weight: 441.527

Synonyms:(R)-N⁴-Benzyloxy-N¹-[(S)-(4-hydroxy-phenyl)-methylcarbamoyl-methyl]-2-isobutyl-succinamide

Chemical Property of (R)-N⁴-Benzyloxy-N¹-[(S)-(4-hydroxy-phenyl)-methylcarbamoyl-methyl]-2-isobutyl-succinamide

Chemical Property:

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Technology Process of (R)-N⁴-Benzyloxy-N¹-[(S)-(4-hydroxy-phenyl)-methylcarbamoyl-methyl]-2-isobutyl-succinamide

There total 3 articles about (R)-N⁴-Benzyloxy-N¹-[(S)-(4-hydroxy-phenyl)-methylcarbamoyl-methyl]-2-isobutyl-succinamide 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)-N-benzyloxycarbonyl-4-hydroxyphenylglycine (26787-76-8) → (R)-N4-Benzyloxy-N1-[(S)-(4-hydroxy-phenyl)-methylcarbamoyl-methyl]-2-isobutyl-succinamide (168158-23-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) ethyl chloroformate, Et₃N / 1.) THF, 5 deg C, 2.) THF, MeOH, 2 h

2: H₂ / 10percent Pd/C / methanol / 2942.03 Torr / Ambient temperature

3: (1-(3-dimethylamino)propyl)-3-ethylcarbodiimide / dimethylformamide / Ambient temperature

With hydrogen; chloroformic acid ethyl ester; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(97)00028-X

Reference yield:

N-benzyloxycarbonyl-L-(p-hydroxyphenyl)glycine-N-methylamide (190908-90-8) → (R)-N4-Benzyloxy-N1-[(S)-(4-hydroxy-phenyl)-methylcarbamoyl-methyl]-2-isobutyl-succinamide (168158-23-4)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/C / methanol / 2942.03 Torr / Ambient temperature

2: (1-(3-dimethylamino)propyl)-3-ethylcarbodiimide / dimethylformamide / Ambient temperature

With hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(97)00028-X

Reference yield:

L-2-amino-2-(4'-hydroxyphenyl)-N-methylacetamide (168158-40-5) + 4--2(R)-isobutylsuccinic acid → (R)-N4-Benzyloxy-N1-[(S)-(4-hydroxy-phenyl)-methylcarbamoyl-methyl]-2-isobutyl-succinamide (168158-23-4)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1016/S0968-0896(97)00028-X

upstream raw materials:

L-2-amino-2-(4'-hydroxyphenyl)-N-methylacetamide

(S)-N-benzyloxycarbonyl-4-hydroxyphenylglycine

N-benzyloxycarbonyl-L-(p-hydroxyphenyl)glycine-N-methylamide

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