Acetic acid (3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-bromo-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

Base Information

• Chemical Name: Acetic acid (3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-bromo-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester
• CAS No.: 69308-57-2
• Molecular Formula: C₂₆H₃₅BrO₁₇
• Molecular Weight: 699.458
• Mol file: 69308-57-2.mol

Synonyms:Acetic acid (3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-bromo-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

Chemical Property of Acetic acid (3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-bromo-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-bromo-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

There total 19 articles about Acetic acid (3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-bromo-5-((2S,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-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: 100.0%

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl acetate (22352-19-8) → 2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide (4753-07-5,5160-10-1,14206-57-6,14227-66-8,14257-35-3,42385-75-1,67650-37-7,68682-05-3,69308-57-2,69349-74-2,70223-96-0,70223-97-1,71276-38-5,85248-99-3,118493-15-5,120575-76-0)

Guidance literature:

With hydrogen bromide; acetic acid; for 3h; Ambient temperature;

DOI:10.1021/jo00062a020

Reference yield: 95.1%

2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranose (18464-08-9,66073-13-0,71623-44-4,101981-29-7,109922-72-7,109922-73-8,132287-75-3,132287-76-4,132287-78-6,132303-63-0,134311-82-3,134333-39-4) → 2,2',3,3',4',6,6'-hepta-O-acetyl-β-D-cellobiosyl bromide (70223-96-0,4753-07-5,5160-10-1,14206-57-6,14227-66-8,14257-35-3,42385-75-1,67650-37-7,68682-05-3,69308-57-2,69349-74-2,70223-97-1,71276-38-5,85248-99-3,118493-15-5,120575-76-0)

Guidance literature:

With hydrogen bromide; In chloroform; acetic acid; at 0 - 20 ℃;

DOI:10.1016/j.bmc.2013.12.062

Reference yield: 92.0%

2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-D-glucopyranose (18464-08-9,66073-13-0,71623-44-4,101981-29-7,109922-72-7,109922-73-8,132287-75-3,132287-76-4,132287-78-6,132303-63-0,134311-82-3,134333-39-4) → 2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-maltosyl bromide (4753-07-5,5160-10-1,14206-57-6,14227-66-8,14257-35-3,42385-75-1,67650-37-7,68682-05-3,69308-57-2,69349-74-2,70223-96-0,70223-97-1,71276-38-5,85248-99-3,118493-15-5,120575-76-0)

Guidance literature:

With tris(2,2'-bipyridyl)ruthenium dichloride; carbon tetrabromide; tetrabutylammomium bromide; In N,N-dimethyl-formamide; Schlenk technique; Sealed tube; Inert atmosphere; Irradiation;

DOI:10.1055/s-0033-1340493

upstream raw materials:

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl acetate

2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-D-glucopyranose

1,2,3,6,2',3',4',6'-octa-O-acetylmaltose

D-maltose octaacetate

Downstream raw materials:

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1-4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl-(1-4)-2,3-di-O-benzyl-6-deoxy-α-D-glucopyranosyl 2,3-di-O-benzyl-6-deoxy-α-D-glucopyranoside

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1-4)-O-(2,3,6-tri-O-acetyl-β-D-glucopyranosyl)-(1-4)-2,6-di-O-benzyl-3-deoxy-α-D-ribo-hexopyranosyl 2-O-benzyl-4,6-O-(R)-benzylidene-α-D-ribo-hexopyranoside

1-azido-1-deoxy-4-O-(2',3',4',6'-tetra-O-acetyl-α-D-glucopyranosyl)-2,3,6-tri-O-acetyl-β-D-glucose

2,3,6-tri-O-acetyl-4-O-[2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl]-β-D-glucopyranosyl isothiocyanate