1-O-hexadecyl-2-O-methyl-3-O-(2'-O-acetyl-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-sn-glycerol

Base Information

Chemical Name:1-O-hexadecyl-2-O-methyl-3-O-(2'-O-acetyl-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-sn-glycerol
CAS No.:180714-34-5
Molecular Formula:C₄₉H₇₂O₉
Molecular Weight:805.105
Hs Code.:

Synonyms:1-O-hexadecyl-2-O-methyl-3-O-(2'-O-acetyl-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-sn-glycerol

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Chemical Property of 1-O-hexadecyl-2-O-methyl-3-O-(2'-O-acetyl-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-sn-glycerol

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Technology Process of 1-O-hexadecyl-2-O-methyl-3-O-(2'-O-acetyl-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-sn-glycerol

There total 3 articles about 1-O-hexadecyl-2-O-methyl-3-O-(2'-O-acetyl-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-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: 76.0%

: 96960-92-8,111188-59-1
1-O-hexadecyl-2-O-methyl-sn-glycerol

: 189182-66-9
2-O-acetyl-3,4,6-tri-O-benzyl-D-glucopyranosyl trichloroacetimidate

: 180714-34-5
1-O-hexadecyl-2-O-methyl-3-O-(2'-O-acetyl-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-sn-glycerol

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; In dichloromethane; at -78 ℃; for 0.166667h;
DOI:10.1021/jm960164j

Reference yield:

: 156737-65-4
1-O-hexadecyl-3-O-(p-methoxyphenyl)-sn-glycerol

: 180714-34-5
1-O-hexadecyl-2-O-methyl-3-O-(2'-O-acetyl-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-sn-glycerol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, RT

2: 94 percent / aq. Ce(NO₃)4 / acetonitrile / 1 h / Ambient temperature

3: 76 percent / molecular sieves 3A, TMSOTf / CH₂Cl₂ / 0.17 h / -78 °C

With cerium nitrate; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; sodium hydride; In dichloromethane; acetonitrile;
DOI:10.1021/jm960164j

Reference yield:

: 156737-66-5
1-O-Hexadecyl-2-O-methyl-3-O-(4-methoxyphenyl)-sn-glycerol

: 180714-34-5
1-O-hexadecyl-2-O-methyl-3-O-(2'-O-acetyl-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-sn-glycerol

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / aq. Ce(NO₃)4 / acetonitrile / 1 h / Ambient temperature

2: 76 percent / molecular sieves 3A, TMSOTf / CH₂Cl₂ / 0.17 h / -78 °C

With cerium nitrate; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; In dichloromethane; acetonitrile;
DOI:10.1021/jm960164j