(2'S,3'R,4'R)-1-(2,3,4,6-tetra-O-benzyl-α-C-D-galactopyranosyl)-2-(3',4'-O-isopropylidene-2'-O-hexacosanoyl-D-ribo-heptadecyl)-ethane

Base Information

• Chemical Name: (2'S,3'R,4'R)-1-(2,3,4,6-tetra-O-benzyl-α-C-D-galactopyranosyl)-2-(3',4'-O-isopropylidene-2'-O-hexacosanoyl-D-ribo-heptadecyl)-ethane
• CAS No.: 1301629-45-7
• Molecular Formula: C₈₂H₁₂₈O₉
• Molecular Weight: 1257.91
• Mol file: 1301629-45-7.mol

Synonyms:(2'S,3'R,4'R)-1-(2,3,4,6-tetra-O-benzyl-α-C-D-galactopyranosyl)-2-(3',4'-O-isopropylidene-2'-O-hexacosanoyl-D-ribo-heptadecyl)-ethane

Chemical Property of (2'S,3'R,4'R)-1-(2,3,4,6-tetra-O-benzyl-α-C-D-galactopyranosyl)-2-(3',4'-O-isopropylidene-2'-O-hexacosanoyl-D-ribo-heptadecyl)-ethane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2'S,3'R,4'R)-1-(2,3,4,6-tetra-O-benzyl-α-C-D-galactopyranosyl)-2-(3',4'-O-isopropylidene-2'-O-hexacosanoyl-D-ribo-heptadecyl)-ethane

There total 12 articles about (2'S,3'R,4'R)-1-(2,3,4,6-tetra-O-benzyl-α-C-D-galactopyranosyl)-2-(3',4'-O-isopropylidene-2'-O-hexacosanoyl-D-ribo-heptadecyl)-ethane 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: 78.0%

(2'S,3'S,4'R)-1-(2,3,4,6-tetra-O-benzyl-α-C-D-galactopyranosyl)-2-(3',4';-O-isopropylidene-D-ribo-heptadecyl)-ethane (1221720-10-0) → (2'S,3'R,4'R)-1-(2,3,4,6-tetra-O-benzyl-α-C-D-galactopyranosyl)-2-(3',4'-O-isopropylidene-2'-O-hexacosanoyl-D-ribo-heptadecyl)-ethane (1301629-45-7)

Guidance literature:

With dmap; 1-hexacosanoic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 26 - 28 ℃; for 18h;

DOI:10.1016/j.bmcl.2011.02.044

Reference yield:

(2'S,3'S,4'R)-1-(2,3,4,6-tetra-O-benzyl-α-C-D-galactopyranosyl)-2-(3',4'-O-isopropylidene-2'-O-(para-methoxybenzyl)-D-ribo-heptadec-5',6'-enyl)-acetylene (1221720-07-5) → (2'S,3'R,4'R)-1-(2,3,4,6-tetra-O-benzyl-α-C-D-galactopyranosyl)-2-(3',4'-O-isopropylidene-2'-O-hexacosanoyl-D-ribo-heptadecyl)-ethane (1301629-45-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium acetate; toluene-4-sulfonic acid hydrazide / 1,2-dimethoxyethane; water / Reflux

2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 0.67 h / 20 °C

3: dmap; 1-hexacosanoic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 26 - 28 °C

With dmap; 1-hexacosanoic acid; sodium acetate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; toluene-4-sulfonic acid hydrazide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,2-dimethoxyethane; dichloromethane; water;

DOI:10.1016/j.bmcl.2011.02.044

Reference yield:

(2'S,3'S,4'R)-1-(2,3,4,6-tetra-O-benzyl-α-C-D-galactopyranosyl)-2-(3',4';-O-isopropylidene-2'-O-(para-methoxybenzyl)-D-ribo-heptadecyl)-ethane (1221720-08-6) → (2'S,3'R,4'R)-1-(2,3,4,6-tetra-O-benzyl-α-C-D-galactopyranosyl)-2-(3',4'-O-isopropylidene-2'-O-hexacosanoyl-D-ribo-heptadecyl)-ethane (1301629-45-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 0.67 h / 20 °C

2: dmap; 1-hexacosanoic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 18 h / 26 - 28 °C

With dmap; 1-hexacosanoic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water;

DOI:10.1016/j.bmcl.2011.02.044

upstream raw materials:

(2'S,3'S,4'R)-1-(2,3,4,6-tetra-O-benzyl-α-C-D-galactopyranosyl)-2-(3',4'-O-isopropylidene-2'-O-(para-methoxybenzyl)-D-ribo-heptadec-5',6'-enyl)-acetylene

(2'S,3'S,4'R)-1-(2,3,4,6-tetra-O-benzyl-α-C-D-galactopyranosyl)-2-(3',4';-O-isopropylidene-2'-O-(para-methoxybenzyl)-D-ribo-heptadecyl)-ethane

(2'S,3'S,4'R)-1-(2,3,4,6-tetra-O-benzyl-α-C-D-galactopyranosyl)-2-(3',4';-O-isopropylidene-D-ribo-heptadecyl)-ethane

2,3-O-isopropylidene-1-trimethylsilylacetylene-D-ribo-butan-1,4-diol

Downstream raw materials:

(2'S,3'S,4'R)-1-(2,3,4,6-tetra-O-benzyl-α-C-D-galactopyranosyl)-2-(2'-O-hexacosanoyl-D-ribo-tetradecyl)-ethane

(2'S,3'S,4'R)-1-(2,3,4,6-tetra-O-benzyl-α-C-D-galactopyranosyl)-2-(4'-O-hexacosanoyl-D-ribo-tetradecyl)-ethane