(S)-Hydroxy-((2R,3R,4R)-4-methyl-5-oxo-4-phenylsulfanyl-2-tridecyl-tetrahydro-furan-3-yl)-acetic acid methyl ester

Base Information

Chemical Name:(S)-Hydroxy-((2R,3R,4R)-4-methyl-5-oxo-4-phenylsulfanyl-2-tridecyl-tetrahydro-furan-3-yl)-acetic acid methyl ester
CAS No.:180267-05-4
Molecular Formula:C₂₇H₄₂O₅S
Molecular Weight:478.693
Hs Code.:

Synonyms:(S)-Hydroxy-((2R,3R,4R)-4-methyl-5-oxo-4-phenylsulfanyl-2-tridecyl-tetrahydro-furan-3-yl)-acetic acid methyl ester

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Chemical Property of (S)-Hydroxy-((2R,3R,4R)-4-methyl-5-oxo-4-phenylsulfanyl-2-tridecyl-tetrahydro-furan-3-yl)-acetic acid methyl ester

Chemical Property:

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Technology Process of (S)-Hydroxy-((2R,3R,4R)-4-methyl-5-oxo-4-phenylsulfanyl-2-tridecyl-tetrahydro-furan-3-yl)-acetic acid methyl ester

There total 1 articles about (S)-Hydroxy-((2R,3R,4R)-4-methyl-5-oxo-4-phenylsulfanyl-2-tridecyl-tetrahydro-furan-3-yl)-acetic 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:

: ((2R,3R,4R)-4-Methyl-5-oxo-4-phenylsulfanyl-2-tridecyl-tetrahydro-furan-3-yl)-acetic acid methyl ester

: 180267-05-4
(S)-Hydroxy-((2R,3R,4R)-4-methyl-5-oxo-4-phenylsulfanyl-2-tridecyl-tetrahydro-furan-3-yl)-acetic acid methyl ester

Guidance literature:: With n-butyllithium; MoO₅*pyridine*HMPA; 1,1,1,3,3,3-hexamethyl-disilazane; Yield given. Multistep reaction; 1.) THF, n-hexane, -78 deg C, 30 min, 2.) -50 deg C, 40 min;
DOI:10.1021/jo9606970

Reference yield: 76.0%

: 180267-05-4
(S)-Hydroxy-((2R,3R,4R)-4-methyl-5-oxo-4-phenylsulfanyl-2-tridecyl-tetrahydro-furan-3-yl)-acetic acid methyl ester

: (3R,3aS,4R,6aS)-3-Methyl-3-phenylsulfanyl-4-tridecyl-dihydro-furo[3,4-b]furan-2,6-dione

Guidance literature:: With camphor-10-sulfonic acid; In toluene; for 72h; Heating;
DOI:10.1021/jo9606970

Reference yield:

: 180267-05-4
(S)-Hydroxy-((2R,3R,4R)-4-methyl-5-oxo-4-phenylsulfanyl-2-tridecyl-tetrahydro-furan-3-yl)-acetic acid methyl ester

: 493-46-9,1448-96-0,17002-28-7,22800-27-7,51260-32-3,58845-78-6,58845-79-7,60478-54-8
(+)-protolichesterinic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) BH₃*S(CH₃)2, 2.) NaBH₄ / 1.) THF, room temperature, 30 min, 2.) room temperature, 1 h.

2: 83 percent / Na₂CO₃, NaIO₄, KMnO₄ / H₂O; tetrahydrofuran / 0.5 h / Ambient temperature

3: 55 percent / NaIO₄ / methanol; H₂O; benzene / 50 h / Ambient temperature

4: 85 percent / toluene / 1 h / 110 °C

With sodium tetrahydroborate; potassium permanganate; sodium periodate; dimethylsulfide borane complex; sodium carbonate; In tetrahydrofuran; methanol; water; toluene; benzene;
DOI:10.1021/jo9606970