[2-benzyloxy-1-(2-{4-[3-(3-benzyloxy-2-tert-butoxycarbonylamino-propionylamino)-propionylamino]-phenylcarbamoyl}-ethylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

Base Information

• Chemical Name: [2-benzyloxy-1-(2-{4-[3-(3-benzyloxy-2-tert-butoxycarbonylamino-propionylamino)-propionylamino]-phenylcarbamoyl}-ethylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester
• CAS No.: 166814-54-6
• Molecular Formula: C₄₂H₅₆N₆O₁₀
• Molecular Weight: 804.941
• Mol file: 166814-54-6.mol

Synonyms:

Chemical Property of [2-benzyloxy-1-(2-{4-[3-(3-benzyloxy-2-tert-butoxycarbonylamino-propionylamino)-propionylamino]-phenylcarbamoyl}-ethylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-benzyloxy-1-(2-{4-[3-(3-benzyloxy-2-tert-butoxycarbonylamino-propionylamino)-propionylamino]-phenylcarbamoyl}-ethylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

There total 3 articles about [2-benzyloxy-1-(2-{4-[3-(3-benzyloxy-2-tert-butoxycarbonylamino-propionylamino)-propionylamino]-phenylcarbamoyl}-ethylcarbamoyl)-ethyl]-carbamic acid tert-butyl 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:

benzene-1,4-diamine hydrochloride (624-18-0,55972-71-9) → [2-benzyloxy-1-(2-{4-[3-(3-benzyloxy-2-tert-butoxycarbonylamino-propionylamino)-propionylamino]-phenylcarbamoyl}-ethylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester (166814-54-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; hydroxybenzotriazole hydrate; i-Pr₂NEt / dimethylformamide

2: TFA / CH₂Cl₂

3: benzotriazol-1-yloxytris(dimethylamino)-phosphonium-PF₆; hydroxybenzotriazole hydrate; i-Pr₂NEt / dimethylformamide

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; 1: Acylation / 2: Deprotection / 3: Acylation;

DOI:10.1016/S0960-894X(00)00036-6

Reference yield:

N,N'-bis(BOC-β-alanyl)-1,4-diaminobenzene (166814-53-5) → [2-benzyloxy-1-(2-{4-[3-(3-benzyloxy-2-tert-butoxycarbonylamino-propionylamino)-propionylamino]-phenylcarbamoyl}-ethylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester (166814-54-6)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA / CH₂Cl₂

2: benzotriazol-1-yloxytris(dimethylamino)-phosphonium-PF₆; hydroxybenzotriazole hydrate; i-Pr₂NEt / dimethylformamide

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; 1: Deprotection / 2: Acylation;

DOI:10.1016/S0960-894X(00)00036-6

Reference yield:

BOC-O-benzyl-L-serine (23680-31-1) + 3-Amino-N-[4-(3-amino-propionylamino)-phenyl]-propionamide (215528-87-3) → [2-benzyloxy-1-(2-{4-[3-(3-benzyloxy-2-tert-butoxycarbonylamino-propionylamino)-propionylamino]-phenylcarbamoyl}-ethylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester (166814-54-6)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(00)00036-6

upstream raw materials:

BOC-O-benzyl-L-serine

3-Amino-N-[4-(3-amino-propionylamino)-phenyl]-propionamide

benzene-1,4-diamine hydrochloride

N,N'-bis(BOC-β-alanyl)-1,4-diaminobenzene

Downstream raw materials:

C₄₄H₄₆N₈O₈

C₄₂H₄₆N₈O₈

C₄₀H₅₀N₈O₈

C₄₂H₅₀N₈O₈