HCID 66562603, compound → HCID 86717849, compound

HRID 591082Notes

Reaction equation

HRID 591082 reaction equation
[C:1]([O:5][CH:6]([C:12]1[C:16]([C:17]2[CH:22]([CH3:23])[CH2:21][CH2:20][CH2:19][C:18]=2[CH3:24])=[C:15]([CH3:25])[S:14][C:13]=1[CH3:26])[C:7]([O:9]CC)=[O:8])([CH3:4])([CH3:3])[CH3:2].C(OC(C1C(C2CCC(C)(C)CC=2)=C(C)SC=1C)C(O)=O)(C)(C)C>>[C:1]([O:5][CH:6]([C:12]1[C:16]([C:17]2[CH:22]([CH3:23])[CH2:21][CH2:20][CH2:19][C:18]=2[CH3:24])=[C:15]([CH3:25])[S:14][C:13]=1[CH3:26])[C:7]([OH:9])=[O:8])([CH3:3])([CH3:4])[CH3:2]

Participants

3

Reactant 2

HCID 66562603HCID 66562603, compoundHCID 70818757HCID 70818757, compound

Product 1

HCID 86717849HCID 86717849, compound

Procedure

Using the procedure described in example 29, step 3, ethyl tert-butoxy-[4-(2,6-dimethyl-cyclohex-1-enyl)-2,5-dimethyl-thiophen-3-yl]-acetate (53b) (90 mg, 0.24 mmol) is converted, after purification by flash chromatography on silica gel (dichloromethane/methanol 95/5), to tert-butoxy-[4-(4,4-dimethyl-cyclohex-1-enyl)-2,5-dimethyl-thiophen-3-yl]-acetic acid (example 53) (21 mg, 0.06 mmol, 25%).

Workup

  1. customafter purification by flash chromatography on silica gel (dichloromethane/methanol 95/5)

Sources & evidence

ORD record
ord-1a678eea2cf143ef9f7a2ff50d67c840
Source dataset
uspto-grants-2016_01
Patent number
US09238026B2

Reaction notes

Loading…