N^α-(tert-butoxycarbonyl)-N^im-tosyl-L-histidyl-N-dodecyl-O-benzyl-L-aspartamide

Base Information

• Chemical Name: N^α-(tert-butoxycarbonyl)-N^im-tosyl-L-histidyl-N-dodecyl-O-benzyl-L-aspartamide
• CAS No.: 78222-56-7
• Molecular Formula: C₄₁H₅₉N₅O₈S
• Molecular Weight: 782.014

Synonyms:N^α-(tert-butoxycarbonyl)-N^im-tosyl-L-histidyl-N-dodecyl-O-benzyl-L-aspartamide

Chemical Property of N^α-(tert-butoxycarbonyl)-N^im-tosyl-L-histidyl-N-dodecyl-O-benzyl-L-aspartamide

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N^α-(tert-butoxycarbonyl)-N^im-tosyl-L-histidyl-N-dodecyl-O-benzyl-L-aspartamide

There total 4 articles about N^α-(tert-butoxycarbonyl)-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: 80.0%

Nα-t-butoxycarbonyl-Nim-tosyl-L-histidine dicyclohexylamine adduct (65057-34-3,210694-29-4) + (S)-3-Amino-N-dodecyl-succinamic acid benzyl ester (76152-20-0) → Nα-(tert-butoxycarbonyl)-Nim-tosyl-L-histidyl-N-dodecyl-O-benzyl-L-aspartamide (78222-56-7)

Guidance literature:

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

DOI:10.1021/ja00400a044

Reference yield:

n-Dodecylamine (124-22-1) → Nα-(tert-butoxycarbonyl)-Nim-tosyl-L-histidyl-N-dodecyl-O-benzyl-L-aspartamide (78222-56-7)

Guidance literature:

Multi-step reaction with 3 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

With 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) → Nα-(tert-butoxycarbonyl)-Nim-tosyl-L-histidyl-N-dodecyl-O-benzyl-L-aspartamide (78222-56-7)

Guidance literature:

Multi-step reaction with 3 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

With dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/ja00400a044

upstream raw materials:

N^α-t-butoxycarbonyl-N^im-tosyl-L-histidine dicyclohexylamine adduct

(S)-3-Amino-N-dodecyl-succinamic acid benzyl ester

n-Dodecylamine

BOC-L-aspartic acid 4-benzyl ester

Downstream raw materials:

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

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

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