5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [2-(4-hydroxy-3,5-diiodo-phenyl)-ethyl]-amide

Base Information

• Chemical Name: 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [2-(4-hydroxy-3,5-diiodo-phenyl)-ethyl]-amide
• CAS No.: 153712-60-8
• Molecular Formula: C₁₈H₂₃I₂N₃O₃S
• Molecular Weight: 615.274
• Mol file: 153712-60-8.mol

Synonyms:5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [2-(4-hydroxy-3,5-diiodo-phenyl)-ethyl]-amide

Chemical Property of 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [2-(4-hydroxy-3,5-diiodo-phenyl)-ethyl]-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [2-(4-hydroxy-3,5-diiodo-phenyl)-ethyl]-amide

There total 2 articles about 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [2-(4-hydroxy-3,5-diiodo-phenyl)-ethyl]-amide 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: 90.0%

3,5-Diiodotyramine (370-00-3) + biotin N-Hydroxysuccinimide ester (35013-72-0) → 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [2-(4-hydroxy-3,5-diiodo-phenyl)-ethyl]-amide (153712-60-8)

Guidance literature:

In 1,4-dioxane; at 20 - 22 ℃; for 1.5h;

DOI:10.1002/jps.2600821209

Reference yield:

tyrosamine (51-67-2) → 5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [2-(4-hydroxy-3,5-diiodo-phenyl)-ethyl]-amide (153712-60-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1N I₂, 30percent NH₃ / aq. NH₃ / 20 - 22 °C

2: 90 percent / dioxane; various solvent(s) / 1.5 h / 20 - 22 °C

With ammonium hydroxide; iodine; In 1,4-dioxane; ammonium hydroxide;

DOI:10.1002/jps.2600821209

Reference yield:

5-((3aR,6S,6aS)-2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid [2-(4-hydroxy-3,5-diiodo-phenyl)-ethyl]-amide (153712-60-8) → biotin (58-85-5,22879-79-4)

Guidance literature:

With serum biotinidase; In various solvent(s); at 37 ℃; velocity; biotinidase activity;

DOI:10.1002/jps.2600821209

upstream raw materials:

3,5-Diiodotyramine

biotin N-Hydroxysuccinimide ester

tyrosamine

Downstream raw materials:

biotin

Refernces