(S)-3-((13R,14R,17S,18S)-13-Hydroxy-14,17,18-tris-methoxymethoxy-triacontyl)-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

Base Information

Chemical Name:(S)-3-((13R,14R,17S,18S)-13-Hydroxy-14,17,18-tris-methoxymethoxy-triacontyl)-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one
CAS No.:676441-73-9
Molecular Formula:C₄₇H₈₄O₉S
Molecular Weight:825.245
Hs Code.:

Synonyms:(S)-3-((13R,14R,17S,18S)-13-Hydroxy-14,17,18-tris-methoxymethoxy-triacontyl)-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

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Chemical Property of (S)-3-((13R,14R,17S,18S)-13-Hydroxy-14,17,18-tris-methoxymethoxy-triacontyl)-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

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Technology Process of (S)-3-((13R,14R,17S,18S)-13-Hydroxy-14,17,18-tris-methoxymethoxy-triacontyl)-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

There total 11 articles about (S)-3-((13R,14R,17S,18S)-13-Hydroxy-14,17,18-tris-methoxymethoxy-triacontyl)-5-methyl-3-phenylsulfanyl-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: 97.0%

: 676441-72-8
(S)-3-((E)-(13R,14R,17S,18S)-13-Hydroxy-14,17,18-tris-methoxymethoxy-triacont-8-en-10-ynyl)-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

: 676441-73-9
(S)-3-((13R,14R,17S,18S)-13-Hydroxy-14,17,18-tris-methoxymethoxy-triacontyl)-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

Guidance literature:: With Wilkinson's catalyst; hydrogen; In benzene;
DOI:10.1016/j.bmcl.2003.11.057

Reference yield:

: 134699-11-9
(+)-muricatacin

: 676441-73-9
(S)-3-((13R,14R,17S,18S)-13-Hydroxy-14,17,18-tris-methoxymethoxy-triacontyl)-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 15 steps

1: 65 percent / iPr₂NEt / CH₂Cl₂

2: 95 percent / DIBAL-H / CH₂Cl₂

3: 75 percent / NaH / tetrahydrofuran / -78 °C

4: 87 percent / PPTS / CH₂Cl₂

5: 92 percent / AD-mix β; aq. MeSO2NH2 / 2-methyl-propan-2-ol

6: 81 percent / PPTS / CH₂Cl₂

7: 99 percent / LiAlH₄ / tetrahydrofuran

8: pyridine

9: PPTS / methanol

10: KOH

11: iPr₂NEt / CH₂Cl₂

12: n-BuLi; BF₃*Et₂O / tetrahydrofuran

13: KF / methanol

14: 58 percent / Pd(PPh₃)4; CuI; pyrrolidine

15: 97 percent / H₂; Rh(PPh₃)3Cl / benzene

With pyrrolidine; pyridine; potassium fluoride; potassium hydroxide; copper(l) iodide; Wilkinson's catalyst; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; methanesulfonamide; boron trifluoride diethyl etherate; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; 1,4-bis(9-O-dihydroquinidine)phthalazine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; tert-butyl alcohol; benzene; 3: Horner-Emmons reaction / 5: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.bmcl.2003.11.057

Reference yield:

: (R)-2-((1R,4S,5S)-1,4,5-Tris-methoxymethoxy-heptadecyl)-oxirane

: 676441-73-9
(S)-3-((13R,14R,17S,18S)-13-Hydroxy-14,17,18-tris-methoxymethoxy-triacontyl)-5-methyl-3-phenylsulfanyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: n-BuLi; BF₃*Et₂O / tetrahydrofuran

2: KF / methanol

3: 58 percent / Pd(PPh₃)4; CuI; pyrrolidine

4: 97 percent / H₂; Rh(PPh₃)3Cl / benzene

With pyrrolidine; potassium fluoride; copper(l) iodide; Wilkinson's catalyst; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; In tetrahydrofuran; methanol; benzene;
DOI:10.1016/j.bmcl.2003.11.057