Benzoic acid (2S,4R,5R)-4-hydroxy-5-methyl-tetrahydro-furan-2-ylmethyl ester

Base Information

Chemical Name:Benzoic acid (2S,4R,5R)-4-hydroxy-5-methyl-tetrahydro-furan-2-ylmethyl ester
CAS No.:288581-02-2
Molecular Formula:C₁₃H₁₆O₄
Molecular Weight:236.268
Hs Code.:

Synonyms:Benzoic acid (2S,4R,5R)-4-hydroxy-5-methyl-tetrahydro-furan-2-ylmethyl 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 Benzoic acid (2S,4R,5R)-4-hydroxy-5-methyl-tetrahydro-furan-2-ylmethyl ester

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Technology Process of Benzoic acid (2S,4R,5R)-4-hydroxy-5-methyl-tetrahydro-furan-2-ylmethyl ester

There total 3 articles about Benzoic acid (2S,4R,5R)-4-hydroxy-5-methyl-tetrahydro-furan-2-ylmethyl 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: 75.0%

: 288574-49-2
Benzoic acid (2R,3S,4S,5R)-4-hydroxy-3-iodo-5-methyl-tetrahydro-furan-2-ylmethyl ester

: 288581-02-2
Benzoic acid (2S,4R,5R)-4-hydroxy-5-methyl-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃;
DOI:10.1016/S0040-4039(00)00614-6

Reference yield:

: 161807-32-5
(2E,4E)-hexa-2,4-dien-1-yl benzoate

: 288581-02-2
Benzoic acid (2S,4R,5R)-4-hydroxy-5-methyl-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 55 percent / K₂OsO₄; potassium ferricyanide; MeSO₂NH₂ / (DHQD)2-PHAL / H₂O; 2-methyl-propan-2-ol / 0 °C

2: 78 percent / IBr; NaHCO₃ / acetonitrile / 16 h / -10 °C

3: 75 percent / Bu₃SnH; AIBN / benzene / 80 °C

With potassium osmate(VI); 2,2'-azobis(isobutyronitrile); methanesulfonamide; tri-n-butyl-tin hydride; iodine(I) bromide; sodium hydrogencarbonate; potassium hexacyanoferrate(III); 1,4-bis(9-O-dihydroquinidine)phthalazine; In water; acetonitrile; tert-butyl alcohol; benzene; 1: asymmetric dihydroxylation / 2: iodocyclisation / 3: Reduction;
DOI:10.1016/S0040-4039(00)00614-6

Reference yield:

: 161807-42-7
(+)-(2E,4R,5R)-2,3-dihydroxyhex-2-enyl benzoate

: 288581-02-2
Benzoic acid (2S,4R,5R)-4-hydroxy-5-methyl-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / IBr; NaHCO₃ / acetonitrile / 16 h / -10 °C

2: 75 percent / Bu₃SnH; AIBN / benzene / 80 °C

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; iodine(I) bromide; sodium hydrogencarbonate; In acetonitrile; benzene; 1: iodocyclisation / 2: Reduction;
DOI:10.1016/S0040-4039(00)00614-6