(3R,4R,5R)-4-((S)-1,2-Dihydroxy-ethyl)-3-methyl-3-phenylsulfanyl-5-tridecyl-dihydro-furan-2-one

Base Information

Chemical Name:(3R,4R,5R)-4-((S)-1,2-Dihydroxy-ethyl)-3-methyl-3-phenylsulfanyl-5-tridecyl-dihydro-furan-2-one
CAS No.:180267-06-5
Molecular Formula:C₂₆H₄₂O₄S
Molecular Weight:450.683
Hs Code.:

Synonyms:(3R,4R,5R)-4-((S)-1,2-Dihydroxy-ethyl)-3-methyl-3-phenylsulfanyl-5-tridecyl-dihydro-furan-2-one

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Chemical Property of (3R,4R,5R)-4-((S)-1,2-Dihydroxy-ethyl)-3-methyl-3-phenylsulfanyl-5-tridecyl-dihydro-furan-2-one

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Technology Process of (3R,4R,5R)-4-((S)-1,2-Dihydroxy-ethyl)-3-methyl-3-phenylsulfanyl-5-tridecyl-dihydro-furan-2-one

There total 2 articles about (3R,4R,5R)-4-((S)-1,2-Dihydroxy-ethyl)-3-methyl-3-phenylsulfanyl-5-tridecyl-dihydro-furan-2-one 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:

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

: 180267-06-5
(3R,4R,5R)-4-((S)-1,2-Dihydroxy-ethyl)-3-methyl-3-phenylsulfanyl-5-tridecyl-dihydro-furan-2-one

Guidance literature:: With sodium tetrahydroborate; dimethylsulfide borane complex; Yield given. Multistep reaction; 1.) THF, room temperature, 30 min, 2.) room temperature, 1 h.;
DOI:10.1021/jo9606970

Reference yield:

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

: 180267-06-5
(3R,4R,5R)-4-((S)-1,2-Dihydroxy-ethyl)-3-methyl-3-phenylsulfanyl-5-tridecyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) hexamethyldisilazane, n-BuLi, 2.) oxodiperoxomolybdenium-pyridine-HMPA complex / 1.) THF, n-hexane, -78 deg C, 30 min, 2.) -50 deg C, 40 min

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

With sodium tetrahydroborate; n-butyllithium; MoO₅*pyridine*HMPA; dimethylsulfide borane complex; 1,1,1,3,3,3-hexamethyl-disilazane;
DOI:10.1021/jo9606970

Reference yield: 10.0%

: 180267-06-5
(3R,4R,5R)-4-((S)-1,2-Dihydroxy-ethyl)-3-methyl-3-phenylsulfanyl-5-tridecyl-dihydro-furan-2-one

: 180267-08-7
(2R,3S,4R)-4-Methyl-5-oxo-4-phenylsulfanyl-2-tridecyl-tetrahydro-furan-3-carboxylic acid

: (2R,3S,4R)-4-Benzenesulfinyl-4-methyl-5-oxo-2-tridecyl-tetrahydro-furan-3-carboxylic acid

: (2R,3S,4R)-4-Benzenesulfonyl-4-methyl-5-oxo-2-tridecyl-tetrahydro-furan-3-carboxylic acid

Guidance literature:: With potassium permanganate; sodium periodate; sodium carbonate; In tetrahydrofuran; water; for 0.5h; Ambient temperature;
DOI:10.1021/jo9606970