3-O-tert-butyldimethylsilyl-1-O-(4-methoxybenzyl)-(2R)-O-oleoyl-sn-glycerol

Base Information

• Chemical Name: 3-O-tert-butyldimethylsilyl-1-O-(4-methoxybenzyl)-(2R)-O-oleoyl-sn-glycerol
• CAS No.: 876947-17-0
• Molecular Formula: C₃₅H₆₂O₅Si
• Molecular Weight: 590.96
• Mol file: 876947-17-0.mol

Synonyms:3-O-tert-butyldimethylsilyl-1-O-(4-methoxybenzyl)-(2R)-O-oleoyl-sn-glycerol

Chemical Property of 3-O-tert-butyldimethylsilyl-1-O-(4-methoxybenzyl)-(2R)-O-oleoyl-sn-glycerol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-tert-butyldimethylsilyl-1-O-(4-methoxybenzyl)-(2R)-O-oleoyl-sn-glycerol

There total 1 articles about 3-O-tert-butyldimethylsilyl-1-O-(4-methoxybenzyl)-(2R)-O-oleoyl-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: 91.0%

cis-Octadecenoic acid (112-80-1,2027-47-6) + (R)-1-t-butyldimethylsilyloxy-3-(p-methoxyphenyl)methoxyl-2-propanol (637774-36-8) → 3-O-tert-butyldimethylsilyl-1-O-(4-methoxybenzyl)-(2R)-O-oleoyl-sn-glycerol (876947-17-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃;

DOI:10.1021/jo051894e

Reference yield:

3-O-tert-butyldimethylsilyl-1-O-(4-methoxybenzyl)-(2R)-O-oleoyl-sn-glycerol (876947-17-0) → sodium bis(3-hydroxy-(2S)-O-oleoyl-sn-glycer-1-yl) phosphate

Guidance literature:

Multi-step reaction with 3 steps

1.1: 86 percent / DDQ / CH₂Cl₂; H₂O / 20 °C

2.1: 1H-tetrazole / acetonitrile / 36 h / 20 °C

2.2: 58 percent / tert-butyl hydrogen peroxide / acetonitrile / 1 h / 20 °C

3.1: acetic acid; tetra(n-butyl)ammonium fluoride / tetrahydrofuran / 16 h / 20 °C

3.2: 72 percent / Dowex sodium form

With 1H-tetrazole; tetrabutyl ammonium fluoride; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; acetonitrile;

DOI:10.1021/jo051894e

Reference yield:

3-O-tert-butyldimethylsilyl-1-O-(4-methoxybenzyl)-(2R)-O-oleoyl-sn-glycerol (876947-17-0) → ammonium bis(3-hydroxy-(2S)-O-oleoyl-sn-glycer-1-yl) phosphorothioate

Guidance literature:

Multi-step reaction with 3 steps

1.1: 86 percent / DDQ / CH₂Cl₂; H₂O / 20 °C

2.1: 1H-tetrazole / acetonitrile / 36 h / 20 °C

2.2: 78 percent / sulfur; CS₂; pyridine / acetonitrile / 2 h / 20 °C

3.1: acetic acid; tetra(n-butyl)ammonium fluoride / tetrahydrofuran / 12 h / 20 °C

3.2: 60 percent / Dowex ammonium form

With 1H-tetrazole; tetrabutyl ammonium fluoride; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; acetonitrile;

DOI:10.1021/jo051894e

upstream raw materials:

cis-Octadecenoic acid

(R)-1-t-butyldimethylsilyloxy-3-(p-methoxyphenyl)methoxyl-2-propanol