benzyl ((2R,3S,4R)-3,4-isopropylidenedioxy-1-(naphthalen-2-ylthio)octadecan-2-yl)carbamate

Base Information

Chemical Name:benzyl ((2R,3S,4R)-3,4-isopropylidenedioxy-1-(naphthalen-2-ylthio)octadecan-2-yl)carbamate
CAS No.:1365757-20-5
Molecular Formula:C₃₉H₅₅NO₄S
Molecular Weight:633.936
Hs Code.:

Synonyms:benzyl ((2R,3S,4R)-3,4-isopropylidenedioxy-1-(naphthalen-2-ylthio)octadecan-2-yl)carbamate

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Chemical Property of benzyl ((2R,3S,4R)-3,4-isopropylidenedioxy-1-(naphthalen-2-ylthio)octadecan-2-yl)carbamate

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Technology Process of benzyl ((2R,3S,4R)-3,4-isopropylidenedioxy-1-(naphthalen-2-ylthio)octadecan-2-yl)carbamate

There total 9 articles about benzyl ((2R,3S,4R)-3,4-isopropylidenedioxy-1-(naphthalen-2-ylthio)octadecan-2-yl)carbamate 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: 75.0%

: 1365757-09-0
(S)-benzyl 2-((4S,5R)-2,2-dimethyl-5-tetradecyl-1,3-dioxolan-4-yl)aziridine-1-carboxylate

: 91-60-1
2-Naphthalenethiol

: 1365757-20-5
benzyl ((2R,3S,4R)-3,4-isopropylidenedioxy-1-(naphthalen-2-ylthio)octadecan-2-yl)carbamate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 100 ℃; for 0.25h; under 5171.62 Torr; regioselective reaction; Inert atmosphere; CEM Discover Focused Microwave reactor; Sealed vessel;
DOI:10.1016/j.tetlet.2012.02.066

Reference yield:

: 1085301-07-0
(S)‐2‐((4S,5R)‐2,2‐dimethyl‐5‐tetradecyl‐1,3‐dioxolan‐4‐yl)aziridine

: 1365757-20-5
benzyl ((2R,3S,4R)-3,4-isopropylidenedioxy-1-(naphthalen-2-ylthio)octadecan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.25 h / 100 °C / 5171.62 Torr / Inert atmosphere; CEM Discover Focused_.(TM). Microwave reactor; Sealed vessel

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1016/j.tetlet.2012.02.066

Reference yield:

: 1068608-21-8
2-azido-3,4-O-isopropylidene-D-ribo-1-O-methanesulfonyl-1,3,4-octadecanetriol

: 1365757-20-5
benzyl ((2R,3S,4R)-3,4-isopropylidenedioxy-1-(naphthalen-2-ylthio)octadecan-2-yl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine; triphenylphosphine / tetrahydrofuran; water / 60 °C

2: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 0.25 h / 100 °C / 5171.62 Torr / Inert atmosphere; CEM Discover Focused_.(TM). Microwave reactor; Sealed vessel

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; water; acetonitrile; 1: Staudinger reduction;
DOI:10.1016/j.tetlet.2012.02.066