Tetrahydropyran-2-carbonyl chloride

Base Information

• Chemical Name: Tetrahydropyran-2-carbonyl chloride
• CAS No.: 40053-81-4
• Molecular Formula: C₆H₉ClO₂
• Molecular Weight: 148.589
• Hs Code.: 2932999099
• European Community (EC) Number: 696-161-5
• Mol file: 40053-81-4.mol

Synonyms:tetrahydropyran-2-carbonyl chloride;40053-81-4;oxane-2-carbonyl chloride;tetrahydro-2H-pyran-2-carbonyl chloride;tetrahydro-pyran-2-carbonyl chloride;SCHEMBL725550;CDKSDHJUTXTPHO-UHFFFAOYSA-N;MFCD09025837;AKOS009171476;AS-5976;tetrahydro-2H-pyran-2-carbonylchloride;tetrahydropyran-2-carboxylic acid chloride;J-524874

Chemical Property of Tetrahydropyran-2-carbonyl chloride

Chemical Property:

• Vapor Pressure: 0.416mmHg at 25°C
• Boiling Point: 195.6oC at 760 mmHg
• Flash Point: 71.8oC
• PSA: 26.30000
• Density: 1.201g/cm3
• LogP: 1.32090
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 148.0291072
• Heavy Atom Count: 9
• Complexity: 114

Purity/Quality:

98%min ^*data from raw suppliers

Tetrahydro-pyran-2-carbonylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCOC(C1)C(=O)Cl

Technology Process of Tetrahydropyran-2-carbonyl chloride

There total 2 articles about Tetrahydropyran-2-carbonyl chloride 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: 83.0%

→ tetrahydropyran-2-carboxylic acid chloride (147164-53-2,40053-81-4,154001-94-2) + tetrahydrothiophene-2-carbonyl chloride (63521-95-9)

Guidance literature:

Reference yield:

tetrahydropyran-2-carboxylic acid (51673-83-7) → tetrahydropyran-2-carboxylic acid chloride (147164-53-2,40053-81-4,154001-94-2)

Guidance literature:

With oxalyl dichloride;

DOI:10.1016/S0040-4039(00)88676-1

Reference yield: 90.0%

tetrahydropyran-2-carboxylic acid chloride (147164-53-2,40053-81-4,154001-94-2) + Cyclohex-2-enol (822-67-3) → Tetrahydro-pyran-2-carboxylic acid cyclohex-2-enyl ester

Guidance literature:

With pyridine;

DOI:10.1016/S0040-4039(00)88676-1

upstream raw materials:

tetrahydropyran-2-carboxylic acid

Downstream raw materials:

2-(2-chloroacetyl)tetrahydropyran

(6R,7R)-8-Oxo-7-(2-phenoxy-acetylamino)-3-(tetrahydro-pyran-2-yl)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester

(6R,7R)-7-{2-[(Z)-Methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-3-(S)-tetrahydro-pyran-2-yl-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester

(6R,7R)-7-{2-[(Z)-Methoxyimino]-2-[2-(trityl-amino)-thiazol-4-yl]-acetylamino}-8-oxo-3-(R)-tetrahydro-pyran-2-yl-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid tert-butyl ester

Refernces

• 1、 Scanio, Marc J. C.,Searle, Xenia B.,Liu, Bo,Koenig, John R.,Altenbach, Robert,Gfesser, Gregory A.,Bogdan, Andrew,Greszler, Stephen,Zhao, Gang,Singh, Ashvani,Fan, Yihong,Swensen, Andrew M.,Vortherms, Timothy,Manelli, Arlene,Balut, Corina,Jia, Ying,Gao, Wenqing,Yong, Hong,Schrimpf, Michael,Tse, Chris,Kym, Philip,Wang, Xueqing. "Discovery of ABBV/GLPG-3221, a Potent Corrector of CFTR for the Treatment of Cystic Fibrosis". supporting information. p. 1543 - 1548. Retrieved 2019/11/14.
• 2、 Bateson,Burton,Fell,Smulders. "Novel C-3 cyclic ether cephalosporins and their orally absorbed prodrug esters". . p. 253 - 256. Retrieved 2007/10/02.