3-O-[(10S)-10-methylheptadec-16-en-1-yl]-2-O-[(10R)-10-methylhexadecyl]-1-O-trityl-sn-glycero

Base Information

Chemical Name:3-O-[(10S)-10-methylheptadec-16-en-1-yl]-2-O-[(10R)-10-methylhexadecyl]-1-O-trityl-sn-glycero
CAS No.:1352710-76-9
Molecular Formula:C₅₇H₉₀O₃
Molecular Weight:823.34
Hs Code.:

Synonyms:3-O-[(10S)-10-methylheptadec-16-en-1-yl]-2-O-[(10R)-10-methylhexadecyl]-1-O-trityl-sn-glycero

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Chemical Property of 3-O-[(10S)-10-methylheptadec-16-en-1-yl]-2-O-[(10R)-10-methylhexadecyl]-1-O-trityl-sn-glycero

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Technology Process of 3-O-[(10S)-10-methylheptadec-16-en-1-yl]-2-O-[(10R)-10-methylhexadecyl]-1-O-trityl-sn-glycero

There total 16 articles about 3-O-[(10S)-10-methylheptadec-16-en-1-yl]-2-O-[(10R)-10-methylhexadecyl]-1-O-trityl-sn-glycero 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: 59.0%

: 1352710-67-8
(10R)-1-bromo-10-methylhexadecane

: 1352710-73-6
3-O-[(10S)-10-methylheptadec-16-en-1-yl]-1-O-trityl-sn-glycerol

: 1352710-76-9
3-O-[(10S)-10-methylheptadec-16-en-1-yl]-2-O-[(10R)-10-methylhexadecyl]-1-O-trityl-sn-glycero

Guidance literature:: 3-O-[(10S)-10-methylheptadec-16-en-1-yl]-1-O-trityl-sn-glycerol; With potassium hydride; In toluene; paraffin oil; at 20 - 100 ℃; for 19h; Inert atmosphere;

(10R)-1-bromo-10-methylhexadecane; In toluene; paraffin oil; for 10h; Inert atmosphere; Reflux;
DOI:10.1002/ejoc.201100758

Reference yield:

: 10340-84-8,4895-14-1,58800-75-2,143615-81-0
(S)-citronellyl bromide

: 1352710-76-9
3-O-[(10S)-10-methylheptadec-16-en-1-yl]-2-O-[(10R)-10-methylhexadecyl]-1-O-trityl-sn-glycero

Guidance literature:: Multi-step reaction with 11 steps

1.1: ozone / methanol / -78 °C

2.1: sodium tetrahydroborate / methanol / -78 - 20 °C

3.1: pyridinium p-toluenesulfonate / dichloromethane / 18 h / 20 °C

4.1: magnesium / diethyl ether / 2 h / Reflux

4.2: -5 - 0 °C

5.1: bromine; triphenylphosphine / dichloromethane / 0 - 20 °C

6.1: magnesium / tetrahydrofuran / 50 °C

6.2: 0 °C

7.1: dibromotriphenylphosphorane / dichloromethane / 0 - 20 °C

8.1: potassium hydride / toluene; paraffin oil / 18 h / 20 °C / Inert atmosphere

8.2: 10 h / Inert atmosphere; Reflux

9.1: pyridinium p-toluenesulfonate / methanol / 10 h / Reflux

10.1: pyridine / chloroform / 16 h / 20 °C

11.1: potassium hydride / toluene; paraffin oil / 19 h / 20 - 100 °C / Inert atmosphere

11.2: 10 h / Inert atmosphere; Reflux

With pyridine; sodium tetrahydroborate; bromine; pyridinium p-toluenesulfonate; potassium hydride; ozone; magnesium; triphenylphosphine; dibromotriphenylphosphorane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; toluene; paraffin oil;
DOI:10.1002/ejoc.201100758

Reference yield:

: 312619-58-2
(S)-6-Bromo-4-methyl-hexanal

: 1352710-76-9
3-O-[(10S)-10-methylheptadec-16-en-1-yl]-2-O-[(10R)-10-methylhexadecyl]-1-O-trityl-sn-glycero

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium tetrahydroborate / methanol / -78 - 20 °C

2.1: pyridinium p-toluenesulfonate / dichloromethane / 18 h / 20 °C

3.1: magnesium / diethyl ether / 2 h / Reflux

3.2: -5 - 0 °C

4.1: bromine; triphenylphosphine / dichloromethane / 0 - 20 °C

5.1: magnesium / tetrahydrofuran / 50 °C

5.2: 0 °C

6.1: dibromotriphenylphosphorane / dichloromethane / 0 - 20 °C

7.1: potassium hydride / toluene; paraffin oil / 18 h / 20 °C / Inert atmosphere

7.2: 10 h / Inert atmosphere; Reflux

8.1: pyridinium p-toluenesulfonate / methanol / 10 h / Reflux

9.1: pyridine / chloroform / 16 h / 20 °C

10.1: potassium hydride / toluene; paraffin oil / 19 h / 20 - 100 °C / Inert atmosphere

10.2: 10 h / Inert atmosphere; Reflux

With pyridine; sodium tetrahydroborate; bromine; pyridinium p-toluenesulfonate; potassium hydride; magnesium; triphenylphosphine; dibromotriphenylphosphorane; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; toluene; paraffin oil;
DOI:10.1002/ejoc.201100758