β-Cucurbic acid methyl ester

Base Information

Chemical Name:β-Cucurbic acid methyl ester
CAS No.:128777-72-0
Molecular Formula:C₁₃H₂₂O₃
Molecular Weight:226.316
Hs Code.:

Synonyms:β-Cucurbic acid methyl ester

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Chemical Property of β-Cucurbic acid methyl ester

Chemical Property:

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Technology Process of β-Cucurbic acid methyl ester

There total 3 articles about β-Cucurbic acid methyl ester 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:

: 34638-25-0,38110-77-9,43119-28-4,54483-22-6,26054-46-6
(1R,5S)-2-oxabicyclo[3.3.0]oct-6-en-3-one

: 128777-72-0
β-Cucurbic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: diisobutylaluminium hydride / toluene / 1 h / -70 °C

4: 96.6 percent / 75percent aq. HOAc / 5 h / 60 °C

5: 1,2-dimethoxy-ethane; hexane / 2 h / Ambient temperature

6: 93.3 percent / 2N aq. KOH / 5 h / Ambient temperature

With potassium hydroxide; diisobutylaluminium hydride; acetic acid; In 1,2-dimethoxyethane; hexane; toluene;
DOI:10.1016/S0040-4020(01)96154-X

Reference yield:

: 95722-42-2
(+)-7-iso-jasmonic acid methyl ester

: 128777-72-0
β-Cucurbic acid methyl ester

: 54595-10-7,807630-26-8
(1R,5R,8S,10Z)-(-)-8-(2-Pentenyl)-2-oxabicyclo<3.2.1>octan-3-on

Guidance literature:: With potassium tri-sec-butyl-borohydride; In tetrahydrofuran; at -78 ℃; for 4h; Yield given; Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1271/bbb.63.361

Reference yield:

: 110-71-4
1,2-dimethoxyethane

: [(1S,3R)-3-Hydroxy-2-(2-oxo-ethyl)-cyclopentyl]-acetic acid methyl ester

: 53403-88-6,54595-00-5,54595-10-7,81371-65-5,113351-08-9,128820-28-0,137431-74-4,137431-94-8,143292-39-1,807630-26-8
(1RS,2RS,3RS)-8-((2Z)-pentenyl)-2-oxaicyclo<3.2.1>octan-3-one

: 51388-61-5,53369-28-1,54595-02-7,54595-03-8,54595-04-9,54595-05-0,62653-84-3,113427-78-4,117179-89-2,121468-37-9,121468-38-0,128777-72-0,128820-29-1,139560-27-3,143234-99-5,146143-03-5,146143-05-7
[(1R,2S,3S)-3-Hydroxy-2-((Z)-pent-2-enyl)-cyclopentyl]-acetic acid methyl ester

Guidance literature:: With n-butyllithium; n-propylphosphonium bromide; Yield given. Multistep reaction. Yields of byproduct given; 1) 0 deg C, 1 h; 30 min; 2) RT;