Carbamimidic acid, N,N'-bis(1-methylethyl)-, 1-methylethyl ester → isopropyl (1R,trans) 2,2-dimethyl-3-[(E) (dihydro-2-oxo-3-(2H)-furanylidene)-methyl]-cyclopropane-carboxylate

HRID 1388273Notes

Reaction equation

HRID 1388273 reaction equation
[CH3:1][C:2]1([CH3:15])[C@H:4](/[CH:5]=[C:6]2/[C:7](=[O:11])[O:8][CH2:9][CH2:10]/2)[C@H:3]1[C:12]([OH:14])=[O:13].[CH:16](NC(=NC(C)C)OC(C)C)([CH3:18])[CH3:17]>C(O)C>[CH3:1][C:2]1([CH3:15])[C@H:4](/[CH:5]=[C:6]2/[C:7](=[O:11])[O:8][CH2:9][CH2:10]/2)[C@H:3]1[C:12]([O:14][CH:16]([CH3:18])[CH3:17])=[O:13]

Participants

4

Reactant 2

HCID 11332901Carbamimidic acid, N,N'-bis(1-methylethyl)-, 1-methylethyl esterHCID 70502571HCID 70502571, compound

Product 1

HCID 86739245isopropyl (1R,trans) 2,2-dimethyl-3-[(E) (dihydro-2-oxo-3-(2H)-furanylidene)-methyl]-cyclopropane-carboxylate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Using the procedure of Example 17, 4 g of (1R,trans) 2,2-dimethyl-3-[(E) (dihydro-2-oxo-3(2H)-furanylidene)-methyl]-cyclopropane-1-carboxylic acid and 5 ml of isopropyl N,N'-diisopropylcarbamimidate were reacted to obtain 3.5 g of isopropyl (1R,trans) 2,2-dimethyl-3-[(E) (dihydro-2-oxo-3-(2H)-furanylidene)-methyl]-cyclopropane-carboxylate with a specific rotation of [α]D20 =+38.5°±1.5° (c=1% in ethanol).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-97a5a4ae34964e739a90acb84e264e45
Source dataset
uspto-grants-1984_02
Patent number
US04431576

Reaction notes

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