(2R,3S,2'R,3'E)-N-(2'-tert-butyldiphenylsilyloxy-3'-octadecenoyl)-2-aminooctadecane-1,3-diol

Base Information

Chemical Name:(2R,3S,2'R,3'E)-N-(2'-tert-butyldiphenylsilyloxy-3'-octadecenoyl)-2-aminooctadecane-1,3-diol
CAS No.:1352742-33-6
Molecular Formula:C₅₂H₈₉NO₄Si
Molecular Weight:820.368
Hs Code.:

Synonyms:(2R,3S,2'R,3'E)-N-(2'-tert-butyldiphenylsilyloxy-3'-octadecenoyl)-2-aminooctadecane-1,3-diol

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Chemical Property of (2R,3S,2'R,3'E)-N-(2'-tert-butyldiphenylsilyloxy-3'-octadecenoyl)-2-aminooctadecane-1,3-diol

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Technology Process of (2R,3S,2'R,3'E)-N-(2'-tert-butyldiphenylsilyloxy-3'-octadecenoyl)-2-aminooctadecane-1,3-diol

There total 11 articles about (2R,3S,2'R,3'E)-N-(2'-tert-butyldiphenylsilyloxy-3'-octadecenoyl)-2-aminooctadecane-1,3-diol 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: 65.0%

: 156199-15-4
(2R,3S,2'R,3'E)-N-(2'-tert-butyldiphenylsilyloxy-3'-octadecenoyl)-1,3-isopropylidenedioxy-2-aminooctadecane

: 1352742-33-6
(2R,3S,2'R,3'E)-N-(2'-tert-butyldiphenylsilyloxy-3'-octadecenoyl)-2-aminooctadecane-1,3-diol

Guidance literature:: With toluene-4-sulfonic acid; In methanol; dichloromethane; at 20 ℃; for 2.5h; Inert atmosphere;
DOI:10.1002/adsc.201100579

Reference yield:

: 6036-76-6
(2R,3S)-2-aminooctadecane-1,3-diol

: 1352742-33-6
(2R,3S,2'R,3'E)-N-(2'-tert-butyldiphenylsilyloxy-3'-octadecenoyl)-2-aminooctadecane-1,3-diol

Guidance literature:: Multi-step reaction with 3 steps

1: pyridinium p-toluenesulfonate / chloroform / 2 h / Inert atmosphere; Reflux

2: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 2 h / 0 °C / Inert atmosphere

3: toluene-4-sulfonic acid / methanol; dichloromethane / 2.5 h / 20 °C / Inert atmosphere

With pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; HATU; In methanol; dichloromethane; chloroform;
DOI:10.1002/adsc.201100579

Reference yield:

: 1352742-30-3
(2R)-ethyl 2-hydroxyoctadec-3-ynoate

: 1352742-33-6
(2R,3S,2'R,3'E)-N-(2'-tert-butyldiphenylsilyloxy-3'-octadecenoyl)-2-aminooctadecane-1,3-diol

Guidance literature:: Multi-step reaction with 7 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere; Reflux

2: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 15 h / 20 °C / Inert atmosphere

3: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

4: acetic acid / tetrahydrofuran; water / 24 h / 70 °C

5: Jones reagent / acetone / 4 h / 0 °C

6: N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 2 h / 0 °C / Inert atmosphere

7: toluene-4-sulfonic acid / methanol; dichloromethane / 2.5 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; lithium aluminium tetrahydride; Jones reagent; toluene-4-sulfonic acid; acetic acid; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1002/adsc.201100579