3-O-(heptadec-16-en-1-yl)-2-O-[(10R)-10-methylhexadecyl]-1-O-trityl-sn-glycerol

Base Information

Chemical Name:3-O-(heptadec-16-en-1-yl)-2-O-[(10R)-10-methylhexadecyl]-1-O-trityl-sn-glycerol
CAS No.:1352710-74-7
Molecular Formula:C₅₆H₈₈O₃
Molecular Weight:809.313
Hs Code.:

Synonyms:3-O-(heptadec-16-en-1-yl)-2-O-[(10R)-10-methylhexadecyl]-1-O-trityl-sn-glycerol

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

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

There total 16 articles about 3-O-(heptadec-16-en-1-yl)-2-O-[(10R)-10-methylhexadecyl]-1-O-trityl-sn-glycerol 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: 68.0%

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

: 1352710-72-5
3-O-(heptadec-16-en-1-yl)-1-O-trityl-sn-glycerol

: 1352710-74-7
3-O-(heptadec-16-en-1-yl)-2-O-[(10R)-10-methylhexadecyl]-1-O-trityl-sn-glycerol

Guidance literature:: 3-O-(heptadec-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:

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

: 1352710-74-7
3-O-(heptadec-16-en-1-yl)-2-O-[(10R)-10-methylhexadecyl]-1-O-trityl-sn-glycerol

Guidance literature:: Multi-step reaction with 7 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 / 19 h / 20 - 100 °C / Inert atmosphere

7.2: 10 h / Inert atmosphere; Reflux

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

Reference yield:

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

: 1352710-74-7
3-O-(heptadec-16-en-1-yl)-2-O-[(10R)-10-methylhexadecyl]-1-O-trityl-sn-glycerol

Guidance literature:: Multi-step reaction with 8 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 / 19 h / 20 - 100 °C / Inert atmosphere

8.2: 10 h / Inert atmosphere; Reflux

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