5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]-N-{2-[2-(2-{2-[2-(2-phenoxyacetamido)phenoxy]acetamido}ethoxy)ethoxy]ethyl}pentanamide

Base Information

• Chemical Name: 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]-N-{2-[2-(2-{2-[2-(2-phenoxyacetamido)phenoxy]acetamido}ethoxy)ethoxy]ethyl}pentanamide
• CAS No.: 1469268-04-9
• Molecular Formula: C₃₂H₄₃N₅O₈S
• Molecular Weight: 657.788
• Mol file: 1469268-04-9.mol

Synonyms:

Chemical Property of 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]-N-{2-[2-(2-{2-[2-(2-phenoxyacetamido)phenoxy]acetamido}ethoxy)ethoxy]ethyl}pentanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]-N-{2-[2-(2-{2-[2-(2-phenoxyacetamido)phenoxy]acetamido}ethoxy)ethoxy]ethyl}pentanamide

There total 8 articles about 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]-N-{2-[2-(2-{2-[2-(2-phenoxyacetamido)phenoxy]acetamido}ethoxy)ethoxy]ethyl}pentanamide 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:

C22H29N3O6 + biotin N-Hydroxysuccinimide ester (35013-72-0) → 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]-N-{2-[2-(2-{2-[2-(2-phenoxyacetamido)phenoxy]acetamido}ethoxy)ethoxy]ethyl}pentanamide (1469268-04-9)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201304987

Reference yield:

N-(2-hydroxyphenyl)-2-phenoxyacetamide (3743-69-9) → 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]-N-{2-[2-(2-{2-[2-(2-phenoxyacetamido)phenoxy]acetamido}ethoxy)ethoxy]ethyl}pentanamide (1469268-04-9)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate; potassium iodide; caesium carbonate / acetone / 36 h / 60 °C / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

3: triethylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With potassium carbonate; caesium carbonate; triethylamine; trifluoroacetic acid; potassium iodide; In dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1002/anie.201304987

Reference yield:

(2-{2-[2-(2-chloroacetylamino)-ethoxy]ethoxy}ethyl)carbamic acid tert-butyl ester (1198475-78-3) → 5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]-N-{2-[2-(2-{2-[2-(2-phenoxyacetamido)phenoxy]acetamido}ethoxy)ethoxy]ethyl}pentanamide (1469268-04-9)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate; potassium iodide; caesium carbonate / acetone / 36 h / 60 °C / Inert atmosphere

2: trifluoroacetic acid / dichloromethane / 1 h / 20 °C / Inert atmosphere

3: triethylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With potassium carbonate; caesium carbonate; triethylamine; trifluoroacetic acid; potassium iodide; In dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1002/anie.201304987

upstream raw materials:

N-(2-hydroxyphenyl)-2-phenoxyacetamide

(2-{2-[2-(2-chloroacetylamino)-ethoxy]ethoxy}ethyl)carbamic acid tert-butyl ester

tert-butyl 2-[2-(2-{2-[2-(2-phenoxyacetamido)phenoxy]acetamido}ethoxy)ethoxy]ethylcarbamate

2-amino-phenol