5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-(2-hydroxyethyl)pentanamide

Base Information

• Chemical Name: 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-(2-hydroxyethyl)pentanamide
• CAS No.: 95611-10-2
• Molecular Formula: C12H21 N3 O3 S
• Molecular Weight: 287.383
• DSSTox Substance ID: DTXSID30914909
• Wikidata: Q82885759
• Mol file: 95611-10-2.mol

Synonyms:2-(biotinylamido)ethanol;2-BAE

Chemical Property of 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-(2-hydroxyethyl)pentanamide

Chemical Property:

• Vapor Pressure: 1.12E-20mmHg at 25°C
• Boiling Point: 667.6°Cat760mmHg
• Flash Point: 357.6°C
• PSA: 115.76000
• Density: 1.225g/cm³
• LogP: 0.86920
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 287.13036271
• Heavy Atom Count: 19
• Complexity: 340

Purity/Quality:

99% ^*data from raw suppliers

N-(2-Hydroxyethyl)-biotinamide 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C2C(C(S1)CCCCC(=O)NCCO)NC(=O)N2
• Isomeric SMILES: C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)NCCO)NC(=O)N2

Technology Process of 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-(2-hydroxyethyl)pentanamide

There total 3 articles about 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-(2-hydroxyethyl)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:

biotin N-Hydroxysuccinimide ester (35013-72-0) + ethanolamine (141-43-5) → C12H21N3O3S (95611-10-2)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/jps.23140

Reference yield:

biotin (58-85-5,22879-79-4) → C12H21N3O3S (95611-10-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ethylene dichloride hydrochloride / N,N-dimethyl-formamide / 24 h / 20 °C

2: triethylamine / N,N-dimethyl-formamide / 24 h / 20 °C

With ethylene dichloride hydrochloride; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1002/anie.201305876

Reference yield:

ethanolamine (141-43-5) + biotin (58-85-5,22879-79-4) → C12H21N3O3S (95611-10-2)

Guidance literature:

With triethylamine; triphenylphosphine; In tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1002/jlcr.1913

upstream raw materials:

ethanolamine

biotin

biotin N-Hydroxysuccinimide ester