(Z)-(-)-4-(1'-ethoxycarbonylmethyl-1'-methoxycarbonylmethylidene)-(5R)-[(1R)-menthyloxy]-γ-butyrolactone

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Chemical Name:(Z)-(-)-4-(1'-ethoxycarbonylmethyl-1'-methoxycarbonylmethylidene)-(5R)-[(1R)-menthyloxy]-γ-butyrolactone
CAS No.:1273545-15-5
Molecular Formula:C₂₁H₃₂O₈
Molecular Weight:412.48
Hs Code.:

Synonyms:(Z)-(-)-4-(1'-ethoxycarbonylmethyl-1'-methoxycarbonylmethylidene)-(5R)-[(1R)-menthyloxy]-γ-butyrolactone

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Chemical Property of (Z)-(-)-4-(1'-ethoxycarbonylmethyl-1'-methoxycarbonylmethylidene)-(5R)-[(1R)-menthyloxy]-γ-butyrolactone

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Technology Process of (Z)-(-)-4-(1'-ethoxycarbonylmethyl-1'-methoxycarbonylmethylidene)-(5R)-[(1R)-menthyloxy]-γ-butyrolactone

There total 4 articles about (Z)-(-)-4-(1'-ethoxycarbonylmethyl-1'-methoxycarbonylmethylidene)-(5R)-[(1R)-menthyloxy]-γ-butyrolactone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

: 1273545-05-3
(4R,5R)-(-)-4-methoxyoxalyl-5-[(1R)-menthyloxy]-γ-butyrolactone

: 105-36-2
ethyl bromoacetate

: 1273545-15-5
(Z)-(-)-4-(1'-ethoxycarbonylmethyl-1'-methoxycarbonylmethylidene)-(5R)-[(1R)-menthyloxy]-γ-butyrolactone

Guidance literature:: With potassium carbonate; In acetone; at 20 ℃; for 36h; stereoselective reaction;
DOI:10.1080/00397911003611760

Reference yield:

: 112968-75-9,122079-41-8,122079-45-2,135041-07-5,77934-87-3
(5R)-(L-menthyloxy)-2(5H)-furanone

: 1273545-15-5
(Z)-(-)-4-(1'-ethoxycarbonylmethyl-1'-methoxycarbonylmethylidene)-(5R)-[(1R)-menthyloxy]-γ-butyrolactone

Guidance literature:: Multi-step reaction with 3 steps

2: ozone; potassium hydroxide / methanol / 3 h / 0 °C

3: potassium carbonate / acetone / 36 h / 20 °C

With potassium carbonate; ozone; potassium hydroxide; In methanol; acetone; 1: Michael addition / 2: Nef reaction;
DOI:10.1080/00397911003611760

Reference yield:

: [(2R,3S)-2-((1R,2S,5R)-2-Isopropyl-5-methyl-cyclohexyloxy)-5-oxo-tetrahydro-furan-3-yl]-aci-nitro-acetic acid ethyl ester

: 1273545-15-5
(Z)-(-)-4-(1'-ethoxycarbonylmethyl-1'-methoxycarbonylmethylidene)-(5R)-[(1R)-menthyloxy]-γ-butyrolactone

Guidance literature:: Multi-step reaction with 2 steps

1: ozone; potassium hydroxide / methanol / 3 h / 0 °C

2: potassium carbonate / acetone / 36 h / 20 °C

With potassium carbonate; ozone; potassium hydroxide; In methanol; acetone; 1: Nef reaction;
DOI:10.1080/00397911003611760