Methanesulfonamide, N-((3R,4S)-3,4-dihydro-3-hydroxy-2,2-dimethyl-6-(4,4,4-trifluorobutoxy)-2H-1-benzopyran-4-yl)-N-methyl-

Base Information

• Chemical Name: Methanesulfonamide, N-((3R,4S)-3,4-dihydro-3-hydroxy-2,2-dimethyl-6-(4,4,4-trifluorobutoxy)-2H-1-benzopyran-4-yl)-N-methyl-
• CAS No.: 223749-46-0
• Molecular Formula: C17H24F3NO5S
• UNII: 4IF4R31066
• DSSTox Substance ID: DTXSID801105017
• Nikkaji Number: J1.427.879F
• ChEMBL ID: CHEMBL298475
• Mol file: 223749-46-0.mol

Synonyms:(3R,4S)-(+)-N-(3-hydroxy-2,2-dimethyl-6-(4,4,4-trifluorobutoxy)chroman-4-yl)-N-methylmethanesulfonamide;chromanol HMR1556;HMR 1556

Chemical Property of Methanesulfonamide, N-((3R,4S)-3,4-dihydro-3-hydroxy-2,2-dimethyl-6-(4,4,4-trifluorobutoxy)-2H-1-benzopyran-4-yl)-N-methyl-

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 411.13272853
• Heavy Atom Count: 27
• Complexity: 605

Purity/Quality:

≥98% by HPLC ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(C(C(C2=C(O1)C=CC(=C2)OCCCC(F)(F)F)N(C)S(=O)(=O)C)O)C
• Isomeric SMILES: CC1([C@@H]([C@H](C2=C(O1)C=CC(=C2)OCCCC(F)(F)F)N(C)S(=O)(=O)C)O)C

Technology Process of Methanesulfonamide, N-((3R,4S)-3,4-dihydro-3-hydroxy-2,2-dimethyl-6-(4,4,4-trifluorobutoxy)-2H-1-benzopyran-4-yl)-N-methyl-

There total 9 articles about Methanesulfonamide, N-((3R,4S)-3,4-dihydro-3-hydroxy-2,2-dimethyl-6-(4,4,4-trifluorobutoxy)-2H-1-benzopyran-4-yl)-N-methyl- 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: 84.0%

N-methylmethane sulphonamide (1184-85-6) + (3R,4S)-(+)-2,2-dimethyl-6-(4,4,4-trifluorobutoxy)-3,4-epoxychroman (223749-72-2) → HMR 1556 (223749-46-0)

Guidance literature:

N-methylmethane sulphonamide; With sodium hydride; In dimethyl sulfoxide; at 20 ℃; for 0.333333h;

(3R,4S)-(+)-2,2-dimethyl-6-(4,4,4-trifluorobutoxy)-3,4-epoxychroman; In dimethyl sulfoxide; at 20 - 45 ℃; Further stages.;

DOI:10.1021/jm0109255

Reference yield:

disodium hydrogen phosphate + (R,R)-(-)-N,N'-bis-(3,5-di-tert-butylsalicylidene)-1,2-diaminocyclohexanemanganese(III) chloride + 2,2-dimethyl-6-(4,4,4-trifluorobutoxy)chromene (223749-70-0) + (3R,4S)-(+)-2,2-dimethyl-6-(4,4,4-trifluorobutoxy)-3,4-epoxychroman (223749-72-2) → (3R,4S)-(+)-N-[3-hydroxy-2,2-dimethyl-6-(4,4,4-trifluorobutoxy)-chroman-4-yl]-N-methyl-methanesulfonamide (223749-46-0)

Guidance literature:

With sodium hypochlorite; In dichloromethane;

Reference yield:

N-methylmethane sulphonamide (1184-85-6) + 2,2-dimethyl-6-(4,4,4-trifluoro-butoxy)-1a,7b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalene → (3R,4S)-(+)-N-[3-hydroxy-2,2-dimethyl-6-(4,4,4-trifluorobutoxy)-chroman-4-yl]-N-methyl-methanesulfonamide (223749-46-0)

Guidance literature:

N-methylmethane sulphonamide; With sodium hydride; In dimethyl sulfoxide; at 20 ℃; for 0.333333h;

2,2-dimethyl-6-(4,4,4-trifluoro-butoxy)-1a,7b-dihydro-2H-1,3-dioxa-cyclopropa[a]naphthalene; In dimethyl sulfoxide; at 20 - 45 ℃; Further stages.;

DOI:10.1021/jm0109255

upstream raw materials:

N-methylmethane sulphonamide

2,2-dimethyl-6-(4,4,4-trifluorobutoxy)chromene

(3R,4S)-(+)-2,2-dimethyl-6-(4,4,4-trifluorobutoxy)-3,4-epoxychroman

6-hydroxy-2,2-dimethyl-chroman-4-one

Refernces

• 1、 -. "Sulfonamide-substituted benzopyran derivatives, processes for their preparation, their use as a medicament, and pharmaceutical preparations comprising them". . . Retrieved 2008/06/13.