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

Base Information

• Chemical Name: 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
• CAS No.: 537004-83-4
• Molecular Formula: C₄₂H₅₈O₂₀
• Molecular Weight: 882.911
• Mol file: 537004-83-4.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 1 articles about 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 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: 56.0%

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) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → 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 (537004-83-4)

Guidance literature:

With mercury(II) cyanide; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/S0040-4039(02)02723-5

Reference yield: 92.0%

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 (537004-83-4) → 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]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (537004-87-8)

Guidance literature:

With sodium methylate; for 3h;

DOI:10.1016/S0040-4039(02)02723-5

Reference yield:

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 (537004-83-4) → C39H56O17 (537004-90-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / NaOCH₃ / 3 h

2: 84 percent / p-toluenesulfonic acid / 4 h / 20 °C

3: 88 percent / pyridine / 20 °C

4: 92 percent / CH₃COOH / H₂O; CH₂Cl₂ / 6 h / Heating

With sodium methylate; toluene-4-sulfonic acid; acetic acid; In pyridine; dichloromethane; water; 1: Zemplen saponification;

DOI:10.1016/S0040-4039(02)02723-5

upstream raw materials:

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

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

Downstream raw materials:

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]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

C₃₉H₅₆O₁₇

C₄₁H₆₂O₁₇

C₄₃H₆₄O₁₈