Octanoic acid 2-[hydroxy-((1S,2S,3R,4S,5S,6S)-2,3,4,5,6-pentahydroxy-cyclohexyloxy)-phosphorylsulfanyl]-1-octanoyloxymethyl-ethyl ester

Base Information

Chemical Name:Octanoic acid 2-[hydroxy-((1S,2S,3R,4S,5S,6S)-2,3,4,5,6-pentahydroxy-cyclohexyloxy)-phosphorylsulfanyl]-1-octanoyloxymethyl-ethyl ester
CAS No.:143570-42-7
Molecular Formula:C₂₅H₄₇O₁₂PS
Molecular Weight:602.681
Hs Code.:

Synonyms:Octanoic acid 2-[hydroxy-((1S,2S,3R,4S,5S,6S)-2,3,4,5,6-pentahydroxy-cyclohexyloxy)-phosphorylsulfanyl]-1-octanoyloxymethyl-ethyl ester

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Chemical Property of Octanoic acid 2-[hydroxy-((1S,2S,3R,4S,5S,6S)-2,3,4,5,6-pentahydroxy-cyclohexyloxy)-phosphorylsulfanyl]-1-octanoyloxymethyl-ethyl ester

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Technology Process of Octanoic acid 2-[hydroxy-((1S,2S,3R,4S,5S,6S)-2,3,4,5,6-pentahydroxy-cyclohexyloxy)-phosphorylsulfanyl]-1-octanoyloxymethyl-ethyl ester

There total 6 articles about Octanoic acid 2-[hydroxy-((1S,2S,3R,4S,5S,6S)-2,3,4,5,6-pentahydroxy-cyclohexyloxy)-phosphorylsulfanyl]-1-octanoyloxymethyl-ethyl 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: 87.0%

: 143570-39-2
Octanoic acid 2-[hydroxy-((1S,2S,3R,4S,5S,6S)-2,3,4,5,6-pentakis-benzyloxy-cyclohexyloxy)-phosphorylsulfanyl]-1-octanoyloxymethyl-ethyl ester

: 143570-42-7
Octanoic acid 2-[hydroxy-((1S,2S,3R,4S,5S,6S)-2,3,4,5,6-pentahydroxy-cyclohexyloxy)-phosphorylsulfanyl]-1-octanoyloxymethyl-ethyl ester

Guidance literature:: With boron trifluoride diethyl etherate; ethanethiol; In chloroform;
DOI:10.1016/S0040-4039(00)74812-X

Reference yield:

: 89104-24-5
2-cyanopropane-2-yl 2,3-propanediolyltrithiocarbonate

: 143570-42-7
Octanoic acid 2-[hydroxy-((1S,2S,3R,4S,5S,6S)-2,3,4,5,6-pentahydroxy-cyclohexyloxy)-phosphorylsulfanyl]-1-octanoyloxymethyl-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1) n-BuLi / 1) THF, 0 deg C, 30 min, 2) room temp., 1h

2: 55 percent / ZnCl₂ / diethyl ether / 3 h / Ambient temperature

3: CH₂Cl₂ / Ambient temperature

4: triisopropylbenzenesulfonyl chloride (TPSCl), NEt₃, pyridine / 24 h / Ambient temperature

5: 87 percent / BF₃*Et₂O, EtSH / CHCl₃

With pyridine; n-butyllithium; triisopropylbenzenesulfonyl chloride; boron trifluoride diethyl etherate; triethylamine; ethanethiol; zinc(II) chloride; In diethyl ether; dichloromethane; chloroform;
DOI:10.1016/S0040-4039(00)74812-X

Reference yield:

: 143570-34-7
2,2,2',2'-tetramethyl-4,4'-(2,3-dithia-butane-1,4-diyl)-bis-[1,3]dioxolane

: 143570-42-7
Octanoic acid 2-[hydroxy-((1S,2S,3R,4S,5S,6S)-2,3,4,5,6-pentahydroxy-cyclohexyloxy)-phosphorylsulfanyl]-1-octanoyloxymethyl-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / dithiothreitol, aq. NH₃ / ethanol / 1 h / Ambient temperature

2: 1) n-BuLi / 1) THF, 0 deg C, 30 min, 2) room temp., 1h

3: 55 percent / ZnCl₂ / diethyl ether / 3 h / Ambient temperature

4: CH₂Cl₂ / Ambient temperature

5: triisopropylbenzenesulfonyl chloride (TPSCl), NEt₃, pyridine / 24 h / Ambient temperature

6: 87 percent / BF₃*Et₂O, EtSH / CHCl₃

With pyridine; ammonium hydroxide; n-butyllithium; triisopropylbenzenesulfonyl chloride; boron trifluoride diethyl etherate; triethylamine; ethanethiol; zinc(II) chloride; diothiothreitol; In diethyl ether; ethanol; dichloromethane; chloroform;
DOI:10.1016/S0040-4039(00)74812-X