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

Base Information

Chemical Name:(2R,3S,4R)-4-Methyl-5-oxo-4-phenylsulfanyl-2-tridecyl-tetrahydro-furan-3-carboxylic acid
CAS No.:180267-08-7
Molecular Formula:C₂₅H₃₈O₄S
Molecular Weight:434.64
Hs Code.:

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

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Chemical Property of (2R,3S,4R)-4-Methyl-5-oxo-4-phenylsulfanyl-2-tridecyl-tetrahydro-furan-3-carboxylic acid

Chemical Property:

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Technology Process of (2R,3S,4R)-4-Methyl-5-oxo-4-phenylsulfanyl-2-tridecyl-tetrahydro-furan-3-carboxylic acid

There total 3 articles about (2R,3S,4R)-4-Methyl-5-oxo-4-phenylsulfanyl-2-tridecyl-tetrahydro-furan-3-carboxylic acid 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: 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

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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.

3: 83 percent / Na₂CO₃, NaIO₄, KMnO₄ / H₂O; tetrahydrofuran / 0.5 h / Ambient temperature

With sodium tetrahydroborate; potassium permanganate; sodium periodate; n-butyllithium; MoO₅*pyridine*HMPA; dimethylsulfide borane complex; sodium carbonate; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; water;
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

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

Guidance literature:: Multi-step reaction with 2 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

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