Methyl 2-Acetamido-2-deoxy-4,6-anisolydene-O-[β-D- (2,3,4,6-tetraacetyl) galactopyranosyl]-α-D-galactopyranoside

Base Information

• Chemical Name: Methyl 2-Acetamido-2-deoxy-4,6-anisolydene-O-[β-D- (2,3,4,6-tetraacetyl) galactopyranosyl]-α-D-galactopyranoside
• CAS No.: 316139-74-9
• Molecular Formula: C31H41NO16
• Molecular Weight: 683.65434
• Mol file: 316139-74-9.mol

Synonyms:Methyl 2-Acetamido-2-deoxy-4,6-anisolydene-O-[β-D- (2,3,4,6-tetraacetyl) galactopyranosyl]-α-D-galactopyranoside;Methyl 2-(AcetylaMino)-2-deoxy-4,6-O-[(4-Methoxyphenyl)Methylene]-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranoside

Chemical Property of Methyl 2-Acetamido-2-deoxy-4,6-anisolydene-O-[β-D- (2,3,4,6-tetraacetyl) galactopyranosyl]-α-D-galactopyranoside

Chemical Property:

• Melting Point: 105-107°C
• Boiling Point: 765.1±60.0 °C(Predicted)
• PKA: 13.96±0.70(Predicted)
• PSA: 202.40000
• Density: 1.35±0.1 g/cm3(Predicted)
• LogP: 1.29380
• Solubility.: Dichloromethane, Ethyl Acetate

Purity/Quality:

97% ^*data from raw suppliers

Methyl2-Acetamido-2-deoxy-4,6-anisolydene-O-[β-D-(2,3,4,6-tetraacetyl)galactopyranosyl]-α-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 2-Acetamido-2-deoxy-4,6-anisolydene-O-[β-D- (2,3,4,6-tetraacetyl) galactopyranosyl]-α-D-galactopyranoside (cas# 316139-74-9) is a compound useful in organic synthesis.

Technology Process of Methyl 2-Acetamido-2-deoxy-4,6-anisolydene-O-[β-D- (2,3,4,6-tetraacetyl) galactopyranosyl]-α-D-galactopyranoside

There total 3 articles about Methyl 2-Acetamido-2-deoxy-4,6-anisolydene-O-[β-D- (2,3,4,6-tetraacetyl) galactopyranosyl]-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: 65.0%

methyl 2-acetamido-2-deoxy-4,6-O-(p-methoxybenzylidene)-α-D-galactopyranoside (188666-34-4) + 1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(4aR,6S,7R,8R,8aR)-7-acetylamino-6-methoxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-3-yl ester (316139-74-9)

Guidance literature:

With mercury(II) cyanide; In nitromethane; benzene; at 40 - 45 ℃; for 12h;

DOI:10.1016/S0960-894X(00)00497-2

Reference yield:

p-Anisaldehyde dimethyl acetal (2186-92-7) → Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(4aR,6S,7R,8R,8aR)-7-acetylamino-6-methoxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-3-yl ester (316139-74-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / PTS / acetonitrile / 12 h / 20 °C

2: 65 percent / Hg(CN)2 / benzene; nitromethane / 12 h / 40 - 45 °C

With mercury(II) cyanide; pyridinium p-toluenesulfonate; In nitromethane; acetonitrile; benzene; 1: acetalization / 2: glycosylation;

DOI:10.1016/S0960-894X(00)00497-2

Reference yield:

methyl α-D-N-acetylgalactosamine (6082-22-0) → Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-[(4aR,6S,7R,8R,8aR)-7-acetylamino-6-methoxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-3-yl ester (316139-74-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / PTS / acetonitrile / 12 h / 20 °C

2: 65 percent / Hg(CN)2 / benzene; nitromethane / 12 h / 40 - 45 °C

With mercury(II) cyanide; pyridinium p-toluenesulfonate; In nitromethane; acetonitrile; benzene; 1: acetalization / 2: glycosylation;

DOI:10.1016/S0960-894X(00)00497-2

upstream raw materials:

methyl 2-acetamido-2-deoxy-4,6-O-(p-methoxybenzylidene)-α-D-galactopyranoside

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

p-Anisaldehyde dimethyl acetal

methyl α-D-N-acetylgalactosamine

Downstream raw materials:

Chloro-acetic acid (2R,3R,4S,5S,6R)-2-[(4aR,6S,7R,8R,8aR)-7-acetylamino-6-methoxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-5-(2-chloro-acetoxy)-6-(2-chloro-acetoxymethyl)-4-methoxycarbonylmethoxy-tetrahydro-pyran-3-yl ester

{(2R,3R,4S,5S,6R)-2-[(4aR,6S,7R,8R,8aR)-7-Acetylamino-6-methoxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-3,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-4-yloxy}-acetic acid methyl ester

N-[(4aR,6S,7R,8R,8aR)-6-Methoxy-2-(4-methoxy-phenyl)-8-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide

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