methyl 2,6-di-O-benzyl-3,4-di-O-trimethylsilyl-α-D-galactopyranoside

Base Information

• Chemical Name: methyl 2,6-di-O-benzyl-3,4-di-O-trimethylsilyl-α-D-galactopyranoside
• CAS No.: 176757-34-9
• Molecular Formula: C₂₇H₄₂O₆Si₂
• Molecular Weight: 518.798
• Mol file: 176757-34-9.mol

Synonyms:methyl 2,6-di-O-benzyl-3,4-di-O-trimethylsilyl-α-D-galactopyranoside

Chemical Property of methyl 2,6-di-O-benzyl-3,4-di-O-trimethylsilyl-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,6-di-O-benzyl-3,4-di-O-trimethylsilyl-α-D-galactopyranoside

There total 1 articles about methyl 2,6-di-O-benzyl-3,4-di-O-trimethylsilyl-α-D-galactopyranoside 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: 91.0%

(2R,3R,4S,5R,6S)-5-Benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3,4-diol (53685-11-3) + 1,1,1,3,3,3-hexamethyl-disilazane (999-97-3) → methyl 2,6-di-O-benzyl-3,4-di-O-trimethylsilyl-α-D-galactopyranoside (176757-34-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 7h;

DOI:10.1016/0008-6215(95)00383-5

Reference yield: 97.0%

Acetol acetate (592-20-1) + methyl 2,6-di-O-benzyl-3,4-di-O-trimethylsilyl-α-D-galactopyranoside (176757-34-9) → Acetic acid (3aS,4R,6S,7R,7aS)-7-benzyloxy-4-benzyloxymethyl-6-methoxy-2-methyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-ylmethyl ester

Guidance literature:

With trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; In diethyl ether; at -20 ℃; for 48h;

DOI:10.1016/0008-6215(95)00383-5

Reference yield: 14.0%

2-oxo-propionic acid ethyl ester (617-35-6) + methyl 2,6-di-O-benzyl-3,4-di-O-trimethylsilyl-α-D-galactopyranoside (176757-34-9) → (2R,3aS,4R,6S,7R,7aS)-7-Benzyloxy-4-benzyloxymethyl-6-methoxy-2-methyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-carboxylic acid ethyl ester (118545-20-3) + (2S,3aS,4R,6S,7R,7aS)-7-Benzyloxy-4-benzyloxymethyl-6-methoxy-2-methyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-carboxylic acid ethyl ester (118545-24-7) + (4aS,5R,7S,8R,8aS)-8-Benzyloxy-5-benzyloxymethyl-3-ethoxy-7-methoxy-3-methyl-tetrahydro-pyrano[3,4-b][1,4]dioxin-2-one

Guidance literature:

With trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; In diethyl ether; Title compound not separated from byproducts; 1.) -20 deg C, 2 d, 2.) -5 deg C, 1 d;

DOI:10.1016/0008-6215(95)00383-5

upstream raw materials:

(2R,3R,4S,5R,6S)-5-Benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3,4-diol

1,1,1,3,3,3-hexamethyl-disilazane

Downstream raw materials:

(2R,3aS,4R,6S,7R,7aS)-7-Benzyloxy-4-benzyloxymethyl-6-methoxy-2-methyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-carboxylic acid ethyl ester

(2S,3aS,4R,6S,7R,7aS)-7-Benzyloxy-4-benzyloxymethyl-6-methoxy-2-methyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-carboxylic acid ethyl ester

((2R,3aS,4R,6S,7R,7aS)-7-Benzyloxy-4-benzyloxymethyl-6-methoxy-2-methyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-yl)-methanol

((2S,3aS,4R,6S,7R,7aS)-7-Benzyloxy-4-benzyloxymethyl-6-methoxy-2-methyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-yl)-methanol