BENZYL 2-ACETAMIDO-2-DEOXY-4-O-(BETA-D-GALACTOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE

Base Information

• Chemical Name: BENZYL 2-ACETAMIDO-2-DEOXY-4-O-(BETA-D-GALACTOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE
• CAS No.: 53167-38-7
• Molecular Formula: C21H31NO11
• Molecular Weight: 473.47
• Mol file: 53167-38-7.mol

Synonyms:Benzyl 2-Acetamido-2-deoxy-4-O-(-D-galactopyranosyl)--D-glucopyranoside;Gal1--4GlcNAc--Bn

Chemical Property of BENZYL 2-ACETAMIDO-2-DEOXY-4-O-(BETA-D-GALACTOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 241-244°C
• Refractive Index: 1.624
• Boiling Point: 802.921°C at 760 mmHg
• Flash Point: 439.391°C
• PSA: 187.40000
• Density: 1.496g/cm³
• LogP: -2.63800
• Storage Temp.: -20°C Freezer
• Solubility.: Methanol, Water

Purity/Quality:

98%Min ^*data from raw suppliers

Benzyl2-Acetamido-2-deoxy-4-O-(β-D-galactopyranosyl)-β-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of BENZYL 2-ACETAMIDO-2-DEOXY-4-O-(BETA-D-GALACTOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE

There total 9 articles about BENZYL 2-ACETAMIDO-2-DEOXY-4-O-(BETA-D-GALACTOPYRANOSYL)-BETA-D-GLUCOPYRANOSIDE 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:

benzyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-glucopyranoside (53167-37-6) → Benzyl-β-D-N-acetyllactosamine (53167-38-7)

Guidance literature:

With sodium methylate; In methanol; for 0.5h; Yield given; Ambient temperature;

DOI:10.1080/07328309808002347

Reference yield:

2-methyl{3,6-di-O-acetyl-1,2-dideoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-glucopyrano}[2,1-d]oxazoline (53167-36-5) → Benzyl-β-D-N-acetyllactosamine (53167-38-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / 1.5 h

2: NaOMe / methanol / 0.5 h / Ambient temperature

With sodium methylate; pyridinium p-toluenesulfonate; In methanol; 1,2-dichloro-ethane;

DOI:10.1080/07328309808002347

Reference yield:

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2-deoxy-2-acetamido-1,3,4-tri-O-acetyl-α-D-glucopyranose (36954-63-9) → Benzyl-β-D-N-acetyllactosamine (53167-38-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / TMSOTf / 1,2-dichloro-ethane / 5 h / 50 °C

2: 91 percent / pyridinium p-toluenesulfonate / 1,2-dichloro-ethane / 1.5 h

3: NaOMe / methanol / 0.5 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; pyridinium p-toluenesulfonate; In methanol; 1,2-dichloro-ethane;

DOI:10.1080/07328309808002347

upstream raw materials:

benzyl 2-acetamido-3,4-di-O-acetyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-glucopyranoside

2-methyl{3,6-di-O-acetyl-1,2-dideoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-glucopyrano}[2,1-d]oxazoline

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2-deoxy-2-acetamido-1,3,4-tri-O-acetyl-α-D-glucopyranose

benzyl alcohol

Downstream raw materials:

C₄₃H₆₀Cl₃NO₁₈

C₃₉H₅₆Cl₃NO₁₆

2,2-Dimethyl-propionic acid (2S,3R,4S,5S,6R)-3,5-diacetoxy-2-[(2R,3S,4R,5R,6R)-5-acetylamino-6-benzyloxy-2-(2,2-dimethyl-propionyloxymethyl)-4-hydroxy-tetrahydro-pyran-3-yloxy]-6-(2,2-dimethyl-propionyloxymethyl)-tetrahydro-pyran-4-yl ester

2,2-Dimethyl-propionic acid (2R,3S,4R,5R,6R)-5-acetylamino-6-benzyloxy-3-[(2S,3R,4S,5S,6R)-4-(2,2-dimethyl-propionyloxy)-6-(2,2-dimethyl-propionyloxymethyl)-3,5-dihydroxy-tetrahydro-pyran-2-yloxy]-4-hydroxy-tetrahydro-pyran-2-ylmethyl ester