2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1-> 6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Base Information

• Chemical Name: 2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1-> 6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
• CAS No.: 249511-82-8
• Molecular Formula: C₂₈H₄₀O₁₁
• Molecular Weight: 552.619
• Mol file: 249511-82-8.mol

Synonyms:2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1-> 6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Chemical Property of 2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1-> 6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1-> 6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

There total 6 articles about 2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1-> 6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 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: 90.1%

2-O-benzyl-3,4-O-isopropylidene-6-O-(methoxydimethyl)methyl-β-D-galactopyranosyl-(1-> 6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (249511-81-7) → 2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1-> 6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (249511-82-8)

Guidance literature:

With acetic acid; In dichloromethane; for 3h; Heating;

DOI:10.1016/S0008-6215(99)00094-4

Reference yield:

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1-> 6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (5239-08-7) → 2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1-> 6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (249511-82-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 98.8 percent / NaOMe / methanol / 2.5 h / pH 8

2: 72.5 percent / p-toluenesulfonic acid

3: 70.1 percent / NaH / dimethylformamide / 3 h / 0 °C

4: 90.1 percent / 96 percent acetic acid / CH₂Cl₂ / 3 h / Heating

With sodium methylate; sodium hydride; toluene-4-sulfonic acid; acetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; 1: Deacetylation / 2: Condensation / 3: Substitution / 4: Hydrolysis;

DOI:10.1016/S0008-6215(99)00094-4

Reference yield:

β-D-galactopyranosyl-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (51885-41-7) → 2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1-> 6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (249511-82-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 72.5 percent / p-toluenesulfonic acid

2: 70.1 percent / NaH / dimethylformamide / 3 h / 0 °C

3: 90.1 percent / 96 percent acetic acid / CH₂Cl₂ / 3 h / Heating

With sodium hydride; toluene-4-sulfonic acid; acetic acid; In dichloromethane; N,N-dimethyl-formamide; 1: Condensation / 2: Substitution / 3: Hydrolysis;

DOI:10.1016/S0008-6215(99)00094-4

upstream raw materials:

2-O-benzyl-3,4-O-isopropylidene-6-O-(methoxydimethyl)methyl-β-D-galactopyranosyl-(1-> 6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1-> 6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

β-D-galactopyranosyl-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

3,4-O-isopropylidene-6-O-(methoxydimethyl)methyl-β-D-galactopyranosyl-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

Downstream raw materials:

acetic acid 4,5-diacetoxy-6-acetoxymethyl-2-[7-benzyloxy-2,2-dimethyl-6-(2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethoxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-ylmethoxy]-tetrahydro-pyran-3-yl ester

C₄₃H₆₄O₁₈

C₄₁H₆₂O₁₇

C₃₉H₅₆O₁₇