HCID 13106154, compound → 2,2-Dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl) cyclopropane-carboxylic acid

HRID 1762638Notes

Reaction equation

HRID 1762638 reaction equation
O(C1SC(CO)=CN=1)C1C=CC=CC=1.[CH3:15][C:16]1([CH3:31])[CH:18]([CH:19]=[CH:20][C:21]([O:23][CH2:24][CH:25]2[CH2:27][CH2:26]2)=[O:22])[CH:17]1[C:28]([OH:30])=[O:29]>>[CH3:15][C:16]1([CH3:31])[CH:18]([CH:19]=[CH:20][C:21]([O:23][CH2:24][CH:25]2[CH2:27][CH2:26]2)=[O:22])[CH:17]1[C:28]([OH:30])=[O:29].[CH3:15][C:16]1([CH3:31])[CH:18]([CH:19]=[CH:20][C:21]([O:23][CH3:24])=[O:22])[CH:17]1[C:28]([O-:30])=[O:29]

Participants

4

Reactant 2

HCID 13106154HCID 13106154, compoundHCID 539155962,2-Dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl) cyclopropane-carboxylic acid

Product 2

HCID 539155962,2-Dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl) cyclopropane-carboxylic acidHCID 867430702,2-Dimethyl-3-(3-methoxy-3-oxo-1-propeny)-cyclopropane-carboxylate

Procedure

Using the procedure of Example 9, the product of Step B and (1R, cis ΔZ) 2,2-dimethyl-3-(3-methoxy-3-oxo-1-propenyl)cyclopropane-carboxylic acid were reacted to obtain (2-phenoxy-5-thiazolyl)-methyl (1R, cis, ΔZ) 2,2-dimethyl-3-(3-methoxy-3-oxo-1-propenyl)-cyclopropane-carboxylate melting at 62° C. and havng a specific rotation of [α]D20 =+60.5°±1.5° (c=1.5% in benzene).

Sources & evidence

ORD record
ord-d364097e11a74c2a851cced8f410f150
Source dataset
uspto-grants-1989_05
Patent number
US04833163

Reaction notes

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