[(S)-5-tert-Butoxycarbonylamino-5-(3-cyclohexyl-propylcarbamoyl)-pentyl]-carbamic acid benzyl ester

Base Information

• Chemical Name: [(S)-5-tert-Butoxycarbonylamino-5-(3-cyclohexyl-propylcarbamoyl)-pentyl]-carbamic acid benzyl ester
• CAS No.: 1027903-93-0
• Molecular Formula: C₂₈H₄₅N₃O₅
• Molecular Weight: 503.682

Synonyms:[(S)-5-tert-Butoxycarbonylamino-5-(3-cyclohexyl-propylcarbamoyl)-pentyl]-carbamic acid benzyl ester

Chemical Property of [(S)-5-tert-Butoxycarbonylamino-5-(3-cyclohexyl-propylcarbamoyl)-pentyl]-carbamic acid benzyl ester

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Technology Process of [(S)-5-tert-Butoxycarbonylamino-5-(3-cyclohexyl-propylcarbamoyl)-pentyl]-carbamic acid benzyl ester

There total 1 articles about [(S)-5-tert-Butoxycarbonylamino-5-(3-cyclohexyl-propylcarbamoyl)-pentyl]-carbamic acid benzyl ester 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:

Boc-Lys(Z)-OSu (34404-36-9) + 3-cyclohexylpropan-1-amine (4361-44-8) → [(S)-5-tert-Butoxycarbonylamino-5-(3-cyclohexyl-propylcarbamoyl)-pentyl]-carbamic acid benzyl ester (1027903-93-0)

Guidance literature:

In dichloromethane; for 2h; Ambient temperature;

DOI:10.1021/jm9608671

Reference yield:

[(S)-5-tert-Butoxycarbonylamino-5-(3-cyclohexyl-propylcarbamoyl)-pentyl]-carbamic acid benzyl ester (1027903-93-0) → 11-Amino-undecanoic acid {(S)-1-[(S)-5-amino-1-(3-cyclohexyl-propylcarbamoyl)-pentylcarbamoyl]-2-hydroxy-ethyl}-amide; hydrochloride

Guidance literature:

Multi-step reaction with 5 steps

1: HCl / CH₂Cl₂ / 0.5 h / Ambient temperature

2: Et₃N / CH₂Cl₂ / 16 h

3: 4N aq. HCl / dioxane

4: 1.) carbonyldiimidazole, 2.) Et₃N / 1.) CH₂Cl₂, RT, 15 min, 2.) CH₂Cl₂, RT, 16 h

5: H₂, HCl / 10percent Pd/C / methanol / 16 h / 2844.3 Torr / Ambient temperature

With hydrogenchloride; hydrogen; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane;

DOI:10.1021/jm9608671

Reference yield:

[(S)-5-tert-Butoxycarbonylamino-5-(3-cyclohexyl-propylcarbamoyl)-pentyl]-carbamic acid benzyl ester (1027903-93-0) → [(S)-5-Amino-5-(3-cyclohexyl-propylcarbamoyl)-pentyl]-carbamic acid benzyl ester; hydrochloride

Guidance literature:

With hydrogenchloride; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1021/jm9608671

upstream raw materials:

Boc-Lys(Z)-OSu

3-cyclohexylpropan-1-amine

Downstream raw materials:

[(S)-5-((S)-3-Benzyloxy-2-tert-butoxycarbonylamino-propionylamino)-5-(3-cyclohexyl-propylcarbamoyl)-pentyl]-carbamic acid benzyl ester

[(S)-5-[(S)-2-(11-Azido-undecanoylamino)-3-benzyloxy-propionylamino]-5-(3-cyclohexyl-propylcarbamoyl)-pentyl]-carbamic acid benzyl ester

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