trans-2-Benzhydryl-tetrahydropyran-4-ol → Methanesulfonic acid cis-2-benzhydryl-tetrahydropyran-4-ylester

HRID 909707Notes

Reaction equation

HRID 909707 reaction equation
C([C@H]1C[C@H](O)CCO1)(C1C=CC=CC=1)C1C=CC=CC=1.[CH:21]([C@H:34]1[CH2:39][C@H:38]([O:40][S:41]([CH3:44])(=[O:43])=[O:42])[CH2:37][CH2:36][O:35]1)([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>>[CH:21]([C@H:34]1[CH2:39][C@@H:38]([O:40][S:41]([CH3:44])(=[O:43])=[O:42])[CH2:37][CH2:36][O:35]1)([C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

Participants

3

Reactant 2

HCID 66631792trans-2-Benzhydryl-tetrahydropyran-4-olHCID 86605343methanesulfonic acid Trans-2-benzhydryl-tetrahydropyran-4-yl ester

Product 1

HCID 86605344Methanesulfonic acid cis-2-benzhydryl-tetrahydropyran-4-ylesterYield 98%

Procedure

Cis-2-diphenylmethyl-4-hydroxy-pyran 3b (0.3 g, 1.12 mmol) was reacted with methanesulfonyl chloride (0.26 g, 2.24 mmol) (Procedure A) to give compound 4b (0.38 g, 98%) as an oil.

Sources & evidence

ORD record
ord-dbf48144af5742cfbcf24c98bb128cea
Source dataset
uspto-grants-2011_09
Patent number
US08017791B2

Reaction notes

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