(-)-Menthol → HCID 15346410, compound

HRID 975607Notes

Reaction equation

HRID 975607 reaction equation
[CH3:1][C@H:2]1[CH2:7][C@@H:6]([OH:8])[C@H:5]([CH:9]([CH3:11])[CH3:10])[CH2:4][CH2:3]1.[CH2:12]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C@@H:13]1[O:15][CH2:14]1>>[CH2:17]([O:16][CH2:12][C@H:13]([OH:15])[CH2:14][O:8][C@@H:6]1[CH2:7][C@H:2]([CH3:1])[CH2:3][CH2:4][C@H:5]1[CH:9]([CH3:11])[CH3:10])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 16666(-)-MentholHCID 159746(-)-Benzyl (R)-glycidyl ether

Product 1

HCID 15346410HCID 15346410, compound

Procedure

(2S)-3-{(1R, 2S, 5R)-[5-Methyl-2-(1-methylethyl)cyclohexyl]oxy}-1,2-propanediol represented by the following formula (I); ##STR1## a process of producing the (2S)-3-{(1R, 2S, 5R)-[5-methyl-2-(1-methylethyl)cyclohexyl]oxy}-l,2-propanediol which comprises adding (1R, 2S, 5R)-5-methyl-2-(1-methylethyl)cyclohexyl alcohol to (R)-(-)-benzyl glycidyl ether to provide (2S)-1-benzyloxy-2-hydroxy-3-{(1R, 2S, 5R)-[5-methyl-2-(1-methylethyl)cyclohexyl]oxy}propane, and hydrogenolyzing the product, are disclosed.

Sources & evidence

ORD record
ord-6110e46fba6b453bbed5c611626dc053
Source dataset
uspto-grants-1997_03
Patent number
US05608119

Reaction notes

Loading…