(R)-((2S,3R,4S)-4-Benzenesulfinyl-4-methyl-2-octyl-5-oxo-tetrahydro-furan-3-yl)-benzyloxy-acetic acid benzyl ester

Base Information

Chemical Name:(R)-((2S,3R,4S)-4-Benzenesulfinyl-4-methyl-2-octyl-5-oxo-tetrahydro-furan-3-yl)-benzyloxy-acetic acid benzyl ester
CAS No.:1027643-96-4
Molecular Formula:C₃₅H₄₂O₆S
Molecular Weight:590.781
Hs Code.:

Synonyms:(R)-((2S,3R,4S)-4-Benzenesulfinyl-4-methyl-2-octyl-5-oxo-tetrahydro-furan-3-yl)-benzyloxy-acetic acid benzyl ester

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Chemical Property of (R)-((2S,3R,4S)-4-Benzenesulfinyl-4-methyl-2-octyl-5-oxo-tetrahydro-furan-3-yl)-benzyloxy-acetic acid benzyl ester

Chemical Property:

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Technology Process of (R)-((2S,3R,4S)-4-Benzenesulfinyl-4-methyl-2-octyl-5-oxo-tetrahydro-furan-3-yl)-benzyloxy-acetic acid benzyl ester

There total 4 articles about (R)-((2S,3R,4S)-4-Benzenesulfinyl-4-methyl-2-octyl-5-oxo-tetrahydro-furan-3-yl)-benzyloxy-acetic acid benzyl 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:

: 183488-85-9
(R)-Benzyloxy-((2S,3R,4S)-4-methyl-2-octyl-5-oxo-4-phenylsulfanyl-tetrahydro-furan-3-yl)-acetic acid benzyl ester

: 1027643-96-4
(R)-((2S,3R,4S)-4-Benzenesulfinyl-4-methyl-2-octyl-5-oxo-tetrahydro-furan-3-yl)-benzyloxy-acetic acid benzyl ester

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -20 ℃; for 1h;
DOI:10.1021/jo9611935

Reference yield:

: 100-39-0
benzyl bromide

: 1027643-96-4
(R)-((2S,3R,4S)-4-Benzenesulfinyl-4-methyl-2-octyl-5-oxo-tetrahydro-furan-3-yl)-benzyloxy-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / NaH / paraffin; dimethylformamide / 1.) 0 deg C, 15 min, 2.) room temperature, 1 h

2: MCPBA / CH₂Cl₂ / 1 h / -20 °C

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; paraffin;
DOI:10.1021/jo9611935

Reference yield:

: ((2S,3S,4S)-4-Methyl-2-octyl-5-oxo-4-phenylsulfanyl-tetrahydro-furan-3-yl)-acetic acid benzyl ester

: 1027643-96-4
(R)-((2S,3R,4S)-4-Benzenesulfinyl-4-methyl-2-octyl-5-oxo-tetrahydro-furan-3-yl)-benzyloxy-acetic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 76 percent / hexamethyldisilazane, n-BuLi, MoOPH / tetrahydrofuran; hexane / 1.) 0 deg C, 15 min, 2.) -78 deg C, 30 min, 3.) -50 deg C, 2 h

2: 92 percent / NaH / paraffin; dimethylformamide / 1.) 0 deg C, 15 min, 2.) room temperature, 1 h

3: MCPBA / CH₂Cl₂ / 1 h / -20 °C

With n-butyllithium; MoO₅*pyridine*HMPA; sodium hydride; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; paraffin;
DOI:10.1021/jo9611935