5-(2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid

Base Information

• Chemical Name: 5-(2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid
• CAS No.: 57378-70-8
• Molecular Formula: C10H16N2O3S
• Molecular Weight: 244.315
• European Community (EC) Number: 840-986-7
• NSC Number: 758208,63865
• DSSTox Substance ID: DTXSID00859030
• Nikkaji Number: J1.346.234H
• Wikidata: Q27166951
• ChEMBL ID: CHEMBL1527083
• Mol file: 57378-70-8.mol

Synonyms:5-(2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid;57378-70-8;MLS000736711;dl-Biotin;rac Biotin-d4;5-(2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid;22879-79-4;Biotin (Vitamin B7);1H-Thieno[3,4-d]imidazole-4-pentanoic acid, hexahydro-2-oxo-, [3as-(3a.alpha.,4.beta.,6a.alpha.)]-;SMR000135188;SR-01000665783;22377-59-9;NSC63865;NCGC00094984-04;1217850-77-5;Spectrum_000225;Spectrum2_001510;Spectrum3_000665;Spectrum4_001061;Spectrum5_001139;component of Deca-Vi-Sol;SCHEMBL59420;BSPBio_002329;KBioGR_001382;KBioSS_000705;MLS000530211;DivK1c_000311;SPECTRUM1503009;SPBio_001559;(3aR,4R,6aS)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanoic acid;(3aR,4S,6aS)-Hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-pentanoic acid;CHEMBL1527083;CHEBI:95156;HMS500P13;KBio1_000311;KBio2_000705;KBio2_003273;KBio2_005841;KBio3_001549;DTXSID00859030;NINDS_000311;HMS1921P22;HMS2092H08;Pharmakon1600-01503009;CCG-38885;NSC758208;AKOS000121079;AKOS016344011;component of Deca-Vi-Sol (Salt/Mix);NSC-758208;SB67329;SDCCGMLS-0066741.P001;IDI1_000311;NCGC00094984-01;NCGC00094984-02;NCGC00094984-03;DS-14362;SY010836;SBI-0051929.P002;BB 0254198;FT-0601580;FT-0624460;EN300-23975;AB00052453_12;SR-01000665783-3;SR-01000665783-4;BRD-A36603537-001-07-3;BRD-A36603537-001-12-3;Q27166951;2-Oxohexahydro-1H-thieno[3,4-d]imidazole-4-pentanoic acid;5-(2-Oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoic acid;5-(2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoicacid;1H-Thieno[3, hexahydro-2-oxo-, [3aS-(3a.alpha.,4.beta.,6a.alpha.)]-;5-(2-Oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid, AldrichCPR;5-{2-oxo-hexahydro-1H-thieno[3,4-d]imidazolidin-4-yl}pentanoic acid;5-(2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid, cis-(+)- #

Chemical Property of 5-(2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid

Chemical Property:

• Boiling Point: 573.6±35.0 °C(Predicted)
• PKA: 4.74±0.10(Predicted)
• Density: 1.267±0.06 g/cm3(Predicted)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 244.08816355
• Heavy Atom Count: 16
• Complexity: 298

Purity/Quality:

99%, ^*data from raw suppliers

5-(2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C2C(C(S1)CCCCC(=O)O)NC(=O)N2

Technology Process of 5-(2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid

There total 58 articles about 5-(2-Oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoic acid 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: 80.0%

C26H32N2O3S → (+/-)-biotin (58-85-5,4375-00-2,4443-68-9,5652-41-5,15720-24-8,21788-37-4,22377-59-9,57378-70-8,58073-87-3,68225-55-8,22879-79-4)

Guidance literature:

With bis(trichloromethyl) carbonate; water; hydrogen bromide; In 5,5-dimethyl-1,3-cyclohexadiene; Reflux;

DOI:10.1016/j.tetlet.2010.05.035

Reference yield: 50.0%

(+/-)-biotin methyl ester (608-16-2,60562-11-0) → (+/-)-biotin (58-85-5,4375-00-2,4443-68-9,5652-41-5,15720-24-8,21788-37-4,22377-59-9,57378-70-8,58073-87-3,68225-55-8,22879-79-4)

Guidance literature:

With potassium hydroxide; In ethanol; at 20 ℃; for 12h;

DOI:10.1007/BF00953125

Reference yield:

(+/-)-biotin (58-85-5,4375-00-2,4443-68-9,5652-41-5,15720-24-8,21788-37-4,22377-59-9,57378-70-8,58073-87-3,68225-55-8,22879-79-4) → vitamin H (58-85-5,4375-00-2,4443-68-9,5652-41-5,15720-24-8,21788-37-4,22377-59-9,57378-70-8,58073-87-3,68225-55-8,22879-79-4)

Guidance literature:

With MANDELIC ACID;

DOI:10.1021/ja01228a013

upstream raw materials:

(+/-)-biotin

5-[(3aR)-1( oder !3)-benzyl-2-oxo-(3ar,6ac)-hexahydro-thieno[3,4-d]imidazol-4t-yl]-valeric acid

5-(2-oxo-2,3-dihydro-1H-thieno[3,4-d]imidazol-4-yl)-pentanoic acid

phosgene

Downstream raw materials:

biotin

vitamin H

5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-pentanoic acid methyl ester

Refernces

• 1、 Xiong, Fei,Chen, Xu-Xiang,Liu, Zhi-Qian,Chen, Fen-Er. "A novel synthetic strategy for the stereospecific total synthesis of (±)-biotin". body text. p. 3670 - 3672. Retrieved 2010/08/20.
• 2、 -. "Method for producing hexahydro-2-OXO-1H-thieno[3,4-D]imidazole-4-pentanoic acid". . . Retrieved 2008/06/13.