(S)-2-[2-(2,4-Bis-benzyloxy-phenyl)-acetylamino]-N¹-(5-hydroxy-pentyl)-succinamide

Base Information

• Chemical Name: (S)-2-[2-(2,4-Bis-benzyloxy-phenyl)-acetylamino]-N¹-(5-hydroxy-pentyl)-succinamide
• CAS No.: 174007-67-1
• Molecular Formula: C₃₁H₃₇N₃O₆
• Molecular Weight: 547.651

Synonyms:(S)-2-[2-(2,4-Bis-benzyloxy-phenyl)-acetylamino]-N¹-(5-hydroxy-pentyl)-succinamide

Chemical Property of (S)-2-[2-(2,4-Bis-benzyloxy-phenyl)-acetylamino]-N¹-(5-hydroxy-pentyl)-succinamide

Chemical Property:

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Technology Process of (S)-2-[2-(2,4-Bis-benzyloxy-phenyl)-acetylamino]-N¹-(5-hydroxy-pentyl)-succinamide

There total 9 articles about (S)-2-[2-(2,4-Bis-benzyloxy-phenyl)-acetylamino]-N¹-(5-hydroxy-pentyl)-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: 96.0%

dibenzyl-2,4-dihydroxyphenylacetic acid N-hydroxysuccinimide ester (113978-98-6) + (S)-2-Amino-N1-(5-hydroxy-pentyl)-succinamide (174007-65-9) → (S)-2-[2-(2,4-Bis-benzyloxy-phenyl)-acetylamino]-N1-(5-hydroxy-pentyl)-succinamide (174007-67-1)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1016/0040-4039(95)01994-S

Reference yield:

5-hydroxypentylamine (2508-29-4) → (S)-2-[2-(2,4-Bis-benzyloxy-phenyl)-acetylamino]-N1-(5-hydroxy-pentyl)-succinamide (174007-67-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / CH₂Cl₂ / 16 h / 20 °C

2: 100 percent / hydrogen / 10 percent Pd/C / methanol / 16 h / 15 °C / 760 Torr

3: 96 percent / Et₃N / dimethylformamide / 16 h / 20 °C

With hydrogen; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(95)01994-S

Reference yield:

[(S)-2-Carbamoyl-1-(5-hydroxy-pentylcarbamoyl)-ethyl]-carbamic acid benzyl ester (174007-66-0) → (S)-2-[2-(2,4-Bis-benzyloxy-phenyl)-acetylamino]-N1-(5-hydroxy-pentyl)-succinamide (174007-67-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / hydrogen / 10 percent Pd/C / methanol / 16 h / 15 °C / 760 Torr

2: 96 percent / Et₃N / dimethylformamide / 16 h / 20 °C

With hydrogen; triethylamine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(95)01994-S

upstream raw materials:

dibenzyl-2,4-dihydroxyphenylacetic acid N-hydroxysuccinimide ester

(S)-2-Amino-N¹-(5-hydroxy-pentyl)-succinamide

5-hydroxypentylamine

4-hydroxysalicylic acid

Downstream raw materials:

(S)-2-[2-(2,4-Bis-benzyloxy-phenyl)-acetylamino]-N¹-(5-oxo-pentyl)-succinamide

Argiotoxin 636

C₇₅H₈₈N₁₀O₁₄

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