benzyl (S)-2-((S)-2-((S)-2-azido-N-formyl-3-methylbutanamido)-N-formyl-4-methylpentanamido)propanoate

Base Information

• Chemical Name: benzyl (S)-2-((S)-2-((S)-2-azido-N-formyl-3-methylbutanamido)-N-formyl-4-methylpentanamido)propanoate
• CAS No.: 1303516-13-3
• Molecular Formula: C₂₃H₃₁N₅O₆
• Molecular Weight: 473.529

Synonyms:benzyl (S)-2-((S)-2-((S)-2-azido-N-formyl-3-methylbutanamido)-N-formyl-4-methylpentanamido)propanoate

Chemical Property of benzyl (S)-2-((S)-2-((S)-2-azido-N-formyl-3-methylbutanamido)-N-formyl-4-methylpentanamido)propanoate

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Technology Process of benzyl (S)-2-((S)-2-((S)-2-azido-N-formyl-3-methylbutanamido)-N-formyl-4-methylpentanamido)propanoate

There total 4 articles about benzyl (S)-2-((S)-2-((S)-2-azido-N-formyl-3-methylbutanamido)-N-formyl-4-methylpentanamido)propanoate 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: 52.0%

CN-L-Ala-OBn (69604-81-5) + (S)-2-((S)-2-azido-N-formyl-3-methylbutanamido)-4-methylpentanoic acid (1219453-07-2) → benzyl (S)-2-((S)-2-((S)-2-azido-N-formyl-3-methylbutanamido)-N-formyl-4-methylpentanamido)propanoate (1303516-13-3)

Guidance literature:

With 2,6-dimethylbenzene-1-thiol; In chloroform; at 120 ℃; Inert atmosphere; Microwave irradiation;

DOI:10.1021/ja2023898

Reference yield:

N3-Val(CHO)Leu-Ot-Bu (1219452-98-8) → benzyl (S)-2-((S)-2-((S)-2-azido-N-formyl-3-methylbutanamido)-N-formyl-4-methylpentanamido)propanoate (1303516-13-3)

Guidance literature:

Multi-step reaction with 2 steps

1: formic acid / 4 h / 20 °C / Inert atmosphere

2: 2,6-dimethylbenzene-1-thiol / chloroform / 120 °C / Inert atmosphere; Microwave irradiation

With 2,6-dimethylbenzene-1-thiol; formic acid; In chloroform;

DOI:10.1021/ja2023898

Reference yield:

azidovaline (40224-47-3) → benzyl (S)-2-((S)-2-((S)-2-azido-N-formyl-3-methylbutanamido)-N-formyl-4-methylpentanamido)propanoate (1303516-13-3)

Guidance literature:

Multi-step reaction with 3 steps

1: chloroform / 0.5 h / 150 °C / Inert atmosphere; Microwave irradiation

2: formic acid / 4 h / 20 °C / Inert atmosphere

3: 2,6-dimethylbenzene-1-thiol / chloroform / 120 °C / Inert atmosphere; Microwave irradiation

With 2,6-dimethylbenzene-1-thiol; formic acid; In chloroform;

DOI:10.1021/ja2023898

upstream raw materials:

CN-L-Ala-OBn

(S)-2-((S)-2-azido-N-formyl-3-methylbutanamido)-4-methylpentanoic acid

N₃-Val(CHO)Leu-Ot-Bu

azidovaline

Downstream raw materials:

benzyl (S)-2-((S)-6-((S)-2-azido-3-methylbutanoyl)-5-isobutyl-4-oxo-1,3,6-oxadiazepan-3-yl)propanoate

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