(4R,5R)-4,5-Dihydroxy-3-methylene-cyclohex-1-enecarboxylic acid methyl ester

Base Information

Chemical Name:(4R,5R)-4,5-Dihydroxy-3-methylene-cyclohex-1-enecarboxylic acid methyl ester
CAS No.:148694-48-8
Molecular Formula:C₉H₁₂O₄
Molecular Weight:184.192
Hs Code.:

Synonyms:(4R,5R)-4,5-Dihydroxy-3-methylene-cyclohex-1-enecarboxylic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (4R,5R)-4,5-Dihydroxy-3-methylene-cyclohex-1-enecarboxylic acid methyl ester

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Technology Process of (4R,5R)-4,5-Dihydroxy-3-methylene-cyclohex-1-enecarboxylic acid methyl ester

There total 4 articles about (4R,5R)-4,5-Dihydroxy-3-methylene-cyclohex-1-enecarboxylic 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: 80.0%

: 148694-47-7
(4R,5R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-methylene-cyclohex-1-enecarboxylic acid methyl ester

: 148694-48-8
(4R,5R)-4,5-Dihydroxy-3-methylene-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 3h;
DOI:10.1016/S0040-4039(00)60302-7

Reference yield:

: 2922-42-1
(-)-3-dehydroshikimic acid

: 148694-48-8
(4R,5R)-4,5-Dihydroxy-3-methylene-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: methanol; diethyl ether / -20 °C

2: imidazole / dimethylformamide / 6 h / Ambient temperature

3: tetrahydrofuran / Heating

4: 80 percent / Bu₄NF / tetrahydrofuran / 3 h / 0 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)60302-7

Reference yield:

: 84806-48-4
methyl (4S,5R)-4,5-dihydroxy-3-oxo-1-cyclohexene-1-carboxylate

: 148694-48-8
(4R,5R)-4,5-Dihydroxy-3-methylene-cyclohex-1-enecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / 6 h / Ambient temperature

2: tetrahydrofuran / Heating

3: 80 percent / Bu₄NF / tetrahydrofuran / 3 h / 0 °C

With 1H-imidazole; tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)60302-7