3-O-<2-O-(p-aminobenzyl)-3,4-di-O-benzyl-6-O-(p-pivaloylaminobenzyl)-α-D-glucopyranosyl>-1,2-di-O-palmitoyl-sn-glycerol

Base Information

Chemical Name:3-O-<2-O-(p-aminobenzyl)-3,4-di-O-benzyl-6-O-(p-pivaloylaminobenzyl)-α-D-glucopyranosyl>-1,2-di-O-palmitoyl-sn-glycerol
CAS No.:156160-22-4
Molecular Formula:C₇₄H₁₁₂N₂O₁₁
Molecular Weight:1205.71
Hs Code.:

Synonyms:3-O-<2-O-(p-aminobenzyl)-3,4-di-O-benzyl-6-O-(p-pivaloylaminobenzyl)-α-D-glucopyranosyl>-1,2-di-O-palmitoyl-sn-glycerol

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Chemical Property of 3-O-<2-O-(p-aminobenzyl)-3,4-di-O-benzyl-6-O-(p-pivaloylaminobenzyl)-α-D-glucopyranosyl>-1,2-di-O-palmitoyl-sn-glycerol

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Technology Process of 3-O-<2-O-(p-aminobenzyl)-3,4-di-O-benzyl-6-O-(p-pivaloylaminobenzyl)-α-D-glucopyranosyl>-1,2-di-O-palmitoyl-sn-glycerol

There total 5 articles about 3-O-<2-O-(p-aminobenzyl)-3,4-di-O-benzyl-6-O-(p-pivaloylaminobenzyl)-α-D-glucopyranosyl>-1,2-di-O-palmitoyl-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: 100.0%

: 3-O-<3,4-di-O-benzyl-2-O-(p-nitrobenzyl)-6-O-(p-pivaloylaminobenzyl)-α-D-glucopyranosyl>-1,2-di-O-palmitoyl-sn-glycerol

: 156160-22-4
3-O-<2-O-(p-aminobenzyl)-3,4-di-O-benzyl-6-O-(p-pivaloylaminobenzyl)-α-D-glucopyranosyl>-1,2-di-O-palmitoyl-sn-glycerol

Guidance literature:: With copper; acetylacetone; zinc; In tetrahydrofuran; for 0.25h; Ambient temperature;
DOI:10.1246/bcsj.67.473

Reference yield:

: 137105-38-5
p-pivalolaminobenzyl 2,2,2-trichloroacetimidate

: 156160-22-4
3-O-<2-O-(p-aminobenzyl)-3,4-di-O-benzyl-6-O-(p-pivaloylaminobenzyl)-α-D-glucopyranosyl>-1,2-di-O-palmitoyl-sn-glycerol

Guidance literature:: Multi-step reaction with 5 steps

1: 78.6 percent / triflic acid / CH₂Cl₂ / 2 h / -70 °C

2: 6H₅)2)2>PF₆, H₂ / tetrahydrofuran / 0.01 h / Ambient temperature

3: 90percent aq. acetic acid / 3 h / 70 °C

4: 94.8 percent / pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 7 h / 20 - 40 °C

5: 100 percent / Zn-Cu, acetylacetone / tetrahydrofuran / 0.25 h / Ambient temperature

With pyridine; dmap; (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate; trifluorormethanesulfonic acid; hydrogen; copper; acetic acid; acetylacetone; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1246/bcsj.67.473

Reference yield:

: 156160-20-2
3-O-<3,4-di-O-benzyl-2-O-(p-nitrobenzyl)-6-O-(p-pivaloylaminobenzyl)-α-D-glucopyranosyl>-sn-glycerol

: 156160-22-4
3-O-<2-O-(p-aminobenzyl)-3,4-di-O-benzyl-6-O-(p-pivaloylaminobenzyl)-α-D-glucopyranosyl>-1,2-di-O-palmitoyl-sn-glycerol

Guidance literature:: Multi-step reaction with 2 steps

1: 94.8 percent / pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 7 h / 20 - 40 °C

2: 100 percent / Zn-Cu, acetylacetone / tetrahydrofuran / 0.25 h / Ambient temperature

With pyridine; dmap; copper; acetylacetone; zinc; In tetrahydrofuran; dichloromethane;
DOI:10.1246/bcsj.67.473