(Z)-N-((2R,3S,4R)-3,4-dihydroxy-1-(phenylthio)octadecan-2-yl)tetracos-15-enamide

Base Information

Chemical Name:(Z)-N-((2R,3S,4R)-3,4-dihydroxy-1-(phenylthio)octadecan-2-yl)tetracos-15-enamide
CAS No.:1571918-40-5
Molecular Formula:C₄₈H₈₇NO₃S
Molecular Weight:758.29
Hs Code.:

Synonyms:(Z)-N-((2R,3S,4R)-3,4-dihydroxy-1-(phenylthio)octadecan-2-yl)tetracos-15-enamide

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Chemical Property of (Z)-N-((2R,3S,4R)-3,4-dihydroxy-1-(phenylthio)octadecan-2-yl)tetracos-15-enamide

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Technology Process of (Z)-N-((2R,3S,4R)-3,4-dihydroxy-1-(phenylthio)octadecan-2-yl)tetracos-15-enamide

There total 4 articles about (Z)-N-((2R,3S,4R)-3,4-dihydroxy-1-(phenylthio)octadecan-2-yl)tetracos-15-enamide 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: 72.0%

: 1571918-39-2
(Z)-N-((2R,3S,4R)-3,4-isopropylidenedioxy-1-(phenylthio)-octadecan-2-yl)tetracos-15-enamide

: 1571918-40-5
(Z)-N-((2R,3S,4R)-3,4-dihydroxy-1-(phenylthio)octadecan-2-yl)tetracos-15-enamide

Guidance literature:: With [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; In methanol; dichloromethane; at 30 ℃; Inert atmosphere;
DOI:10.1021/jo500061w

Reference yield:

: (Z)-(S)-2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)-1-tetracos-15-enoylaziridine

: 1571918-40-5
(Z)-N-((2R,3S,4R)-3,4-dihydroxy-1-(phenylthio)octadecan-2-yl)tetracos-15-enamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.05 h / Inert atmosphere

1.2: Sealed tube; Microwave irradiation

2.1: [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid / methanol; dichloromethane / 30 °C / Inert atmosphere

With [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/jo500061w

Reference yield:

: 145411-43-4
(Z)-tetracos-15-enoyl chloride

: 1571918-40-5
(Z)-N-((2R,3S,4R)-3,4-dihydroxy-1-(phenylthio)octadecan-2-yl)tetracos-15-enamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / -10 - 20 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.05 h / Inert atmosphere

2.2: Sealed tube; Microwave irradiation

3.1: [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid / methanol; dichloromethane / 30 °C / Inert atmosphere

With [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/jo500061w