N^α_asp-α_his-(6-bromohexanoyl)-N^im-tosyl-L-histidyl>-N-dodecyl-O-benzyl-L-aspartamide

Base Information

• Chemical Name: N^α_asp-α_his-(6-bromohexanoyl)-N^im-tosyl-L-histidyl>-N-dodecyl-O-benzyl-L-aspartamide
• CAS No.: 78222-59-0
• Molecular Formula: C₄₂H₆₀BrN₅O₇S
• Molecular Weight: 858.938

Synonyms:N^α_asp-α_his-(6-bromohexanoyl)-N^im-tosyl-L-histidyl>-N-dodecyl-O-benzyl-L-aspartamide

Chemical Property of N^α_asp-α_his-(6-bromohexanoyl)-N^im-tosyl-L-histidyl>-N-dodecyl-O-benzyl-L-aspartamide

Chemical Property:

Purity/Quality:

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Technology Process of N^α_asp-α_his-(6-bromohexanoyl)-N^im-tosyl-L-histidyl>-N-dodecyl-O-benzyl-L-aspartamide

There total 6 articles about N^α_asp-α_his-(6-bromohexanoyl)-N^im-tosyl-L-histidyl>-N-dodecyl-O-benzyl-L-aspartamide 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: 63.0%

6-bromohexanoyl chloride (22809-37-6) + (S)-3-{(S)-2-Amino-3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-propionylamino}-N-dodecyl-succinamic acid benzyl ester (78222-57-8) → Nαasp-αhis-(6-bromohexanoyl)-Nim-tosyl-L-histidyl>-N-dodecyl-O-benzyl-L-aspartamide (78222-59-0)

Guidance literature:

With triethylamine; In dichloromethane; 1.) 0 deg C, 3 h, 2.) room temperature;

DOI:10.1021/ja00400a044

Reference yield:

n-Dodecylamine (124-22-1) → Nαasp-αhis-(6-bromohexanoyl)-Nim-tosyl-L-histidyl>-N-dodecyl-O-benzyl-L-aspartamide (78222-59-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) dicyclohexylcarbodiimide / 1.) dichloromethane, 0 deg C, 10 min, 2.) 0 deg C, 3 h, room temperature, 12 h

2: trifluoroacetic acid / CH₂Cl₂ / 1 h / Ambient temperature

3: 80 percent / dicyclohexylcarbodiimide / CH₂Cl₂ / 1.) 0 deg C, 3 h, 2.) room temperature

4: trifluoroacetic acid / CH₂Cl₂ / 1 h / Ambient temperature

5: 63 percent / triethylamine / CH₂Cl₂ / 1.) 0 deg C, 3 h, 2.) room temperature

With triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/ja00400a044

Reference yield:

BOC-L-aspartic acid 4-benzyl ester (7536-58-5,98482-77-0) → Nαasp-αhis-(6-bromohexanoyl)-Nim-tosyl-L-histidyl>-N-dodecyl-O-benzyl-L-aspartamide (78222-59-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) dicyclohexylcarbodiimide / 1.) dichloromethane, 0 deg C, 10 min, 2.) 0 deg C, 3 h, room temperature, 12 h

2: trifluoroacetic acid / CH₂Cl₂ / 1 h / Ambient temperature

3: 80 percent / dicyclohexylcarbodiimide / CH₂Cl₂ / 1.) 0 deg C, 3 h, 2.) room temperature

4: trifluoroacetic acid / CH₂Cl₂ / 1 h / Ambient temperature

5: 63 percent / triethylamine / CH₂Cl₂ / 1.) 0 deg C, 3 h, 2.) room temperature

With triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/ja00400a044

upstream raw materials:

6-bromohexanoyl chloride

(S)-3-{(S)-2-Amino-3-[1-(toluene-4-sulfonyl)-1H-imidazol-4-yl]-propionylamino}-N-dodecyl-succinamic acid benzyl ester

n-Dodecylamine

BOC-L-aspartic acid 4-benzyl ester

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