benzyl O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

Base Information

• Chemical Name: benzyl O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside
• CAS No.: 123170-18-3
• Molecular Formula: C₅₂H₆₀O₁₂
• Molecular Weight: 877.041
• Mol file: 123170-18-3.mol

Synonyms:benzyl O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

Chemical Property of benzyl O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

There total 20 articles about benzyl O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside 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: 92.0%

2,2-Dimethyl-propionic acid (2S,3R,4S,5R,6R)-2,4-bis-benzyloxy-5-((3aS,4R,6S,7R,7aS)-7-benzyloxy-4-benzyloxymethyl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester (123170-26-3) → 2,2-Dimethyl-propionic acid (2S,3R,4S,5R,6R)-2,4-bis-benzyloxy-5-((2S,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester (123170-18-3)

Guidance literature:

With trifluoroacetic acid; at 0 ℃; for 2.5h;

DOI:10.1021/ja00204a028

Reference yield: 92.0%

Benzyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2-O-pivaloyl-3,6-di-O-benzyl-β-D-glucopyranoside (123170-26-3) → benzyl O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside (123170-18-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2.5h;

DOI:10.1016/0008-6215(90)80018-X

Reference yield:

pivaloyl chloride (3282-30-2) → 2,2-Dimethyl-propionic acid (2S,3R,4S,5R,6R)-2,4-bis-benzyloxy-5-((2S,3R,4S,5R,6R)-3-benzyloxy-6-benzyloxymethyl-4,5-dihydroxy-tetrahydro-pyran-2-yloxy)-6-benzyloxymethyl-tetrahydro-pyran-3-yl ester (123170-18-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / 4-DMAP / pyridine / 18 h / 80 °C

2: 92 percent / aq. CF₃COOH / 2.5 h / 0 °C

With dmap; trifluoroacetic acid; In pyridine;

DOI:10.1021/ja00204a028

upstream raw materials:

Benzyl O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->4)-2-O-pivaloyl-3,6-di-O-benzyl-β-D-glucopyranoside

benzyl 3,6-di-O-benzyl-4-O-(2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

pivaloyl chloride

4-O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-D-glucopyranose

Downstream raw materials:

Benzyl-O--(2->3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

(1R,2S,3R,4S,5R,7R)-2-Acetylamino-3-benzyloxy-7-((R)-1,2-bis-benzyloxy-ethyl)-4-phenylsulfanyl-6,8-dioxa-bicyclo[3.2.1]octane-5-carboxylic acid methyl ester

benzyl O-(methyl 4,7,8,9-tetra-O-acetyl-3,5-dideoxy-5-phthalimido-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2<*>3)-O-(2,6-di-O-benzyl-β-D-galactopyranosyl)-(1<*>4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

C₁₃₇H₁₄₈N₂O₂₈S₂