3,7-Dimethyl-6-octenyl 2-oxopentanoate → (IR,3R,4S)-3-p-Menthanyl (cyclohexyl)oxoacetate

HRID 2298519Notes

Reaction equation

HRID 2298519 reaction equation
C[CH:2]([CH2:11][CH2:12]C=C(C)C)[CH2:3][CH2:4][CH2:5][C:6](=[O:10])[C:7]([O-:9])=[O:8].O=C(CCC)C(O[CH2:22][CH2:23][CH:24]([CH3:31])[CH2:25][CH2:26][CH:27]=[C:28]([CH3:30])[CH3:29])=O.O=C(CCCCCCCCCCCCCC)C(OCCC(C)CCC=C(C)C)=O.CC(CCC=C(C)C)CCC(C)C(=O)C([O-])=O.C1(C(=O)C(OCCC(C)CCC=C(C)C)=O)CCCCC1.O=C(C1C=CC=CC=1)C(OCCC(C)CCC=C(C)C)=O.CC(CCCCCCCCCCCC)C(=O)C(OCCC(C)CCC=C(C)C)=O.C1(C(=O)C(OCC2C=CC(OC)=CC=2)=O)CCCCC1.CC(CC)C(=O)C(OCCC(C)CCC=C(C)C)=O.C1(C(=O)C(OCC(C)CC2C=CC(C(C)(C)C)=CC=2)=O)CCCCC1.C1(C(=O)C(OCCCCCCCCCC)=O)CCCCC1>>[CH:5]1([C:6](=[O:10])[C:7]([O:9][C@H:26]2[C@H:27]([CH:28]([CH3:29])[CH3:30])[CH2:22][CH2:23][C@@H:24]([CH3:31])[CH2:25]2)=[O:8])[CH2:4][CH2:3][CH2:2][CH2:11][CH2:12]1

Participants

12

Reactant 11

HCID 129651833,7-Dimethyl-6-octenyl 2-oxopentanoate2×HCID 129651843,7-Dimethyl-6-octenyl 3-methyl-2-oxopentanoateHCID 129651863,7-Dimethyl-6-octenyl 2-oxohexadecanoateHCID 129651873,7-Dimethyl-6-octenyl 3-methyl-2-oxopentadecanoateHCID 129651883,7-Dimethyl-6-octenyl (cyclohexyl)oxoacetateHCID 129781333,7-Dimethyl-6-octenyl oxo(phenyl)acetate3×HCID 183366714-Methoxybenzyl (cyclohexyl)oxoacetateHCID 18336672Decyl (cyclohexyl)oxoacetateHCID 183812913-(4-Tert-butylphenyl)-2-methylpropyl cyclohexyl(oxo)acetateHCID 865836323,7-Dimethyl-6octenyl-2-oxopropanoate13×HCID 865836333,7-Dimethyl-6octenyl-2-oxobutanoate8×

Product 1

HCID 59952850(IR,3R,4S)-3-p-Menthanyl (cyclohexyl)oxoacetate

Procedure

MS (EI): 294 (M+, 1); 250 (1); 167 (1); 154 (4); 140 (4); 139 (33); 138 (8); 137 (1); 123 (2); 112 (1); 111 (9); 110 (1); 109 (1); 98 (1); 97 (16); 96 (1); 95 (5); 84 (7); 83 (100); 82 (2); 81 (12); 80 (1); 79 (2); 71 (3); 70 (1); 69 (19); 68 (1); 67 (5); 57 (13); 56 (2); 55 (33); 54 (2); 53 (2); 43 (5); 42 (1); 41 (11); 39 (2); 29 (2); 27 (1).

Sources & evidence

ORD record
ord-a584fb147d4a46818a0e59f928338897
Source dataset
uspto-grants-2002_12
Patent number
US06492323B2

Reaction notes

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