N-[5-hydroxy-6-(hydroxymethyl)-2-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]acetamide

Base Information

• Chemical Name: N-[5-hydroxy-6-(hydroxymethyl)-2-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]acetamide
• CAS No.: 100836-88-2
• Molecular Formula: C₁₅H₂₇NO₁₁
• Molecular Weight: 397.379
• DSSTox Substance ID: DTXSID30394767
• Mol file: 100836-88-2.mol

Synonyms:Galbeta1,3GalNAcalpha-O-Me;100836-88-2;N-[5-hydroxy-6-(hydroxymethyl)-2-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]acetamide;Methyl 2-Acetamido-2-Deoxy-3-O-(b-D-Galactopyranosyl)- a-D-Galactopyranoside;Methyl 2-Acetamido-2-deoxy-3-O-(ss-D-galactopyranosyl)-beta-D-glucopyranoside;N-ACETYL-3-O-B-D-GALACTOPYRANOSYL-B-D-GA;SCHEMBL15333778;SCHEMBL20122239;DTXSID30394767;AKOS030255264;FT-0671411;FT-0671413

Chemical Property of N-[5-hydroxy-6-(hydroxymethyl)-2-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]acetamide

Chemical Property:

• Vapor Pressure: 1.69E-25mmHg at 25°C
• Melting Point: >200°C dec.
• Refractive Index: 1.59
• Boiling Point: 743.3°C at 760 mmHg
• Flash Point: 403.3°C
• PSA: 187.40000
• Density: 1.54g/cm³
• LogP: -4.20840
• Storage Temp.: -20°C Freezer
• Solubility.: Methanol (Slightly, Heated), Water (Slightly)
• XLogP3: -3.6
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 6
• Exact Mass: 397.15841068
• Heavy Atom Count: 27
• Complexity: 494

Purity/Quality:

98% ^*data from raw suppliers

Methyl2-Acetamido-2-deoxy-3-O-(?-D-galactopyranosyl)-β-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1C(C(C(OC1OC)CO)O)OC2C(C(C(C(O2)CO)O)O)O
• Uses: Methyl 2-Acetamido-2-deoxy-3-O-(?-D-galactopyranosyl)-β-D-glucopyranoside (cas# 100836-88-2) is a compound useful in organic synthesis.

Technology Process of N-[5-hydroxy-6-(hydroxymethyl)-2-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]acetamide

There total 24 articles about N-[5-hydroxy-6-(hydroxymethyl)-2-methoxy-4-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-3-yl]acetamide 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:

Methyl O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-2-deoxy-α-D-glucopyranoside (139760-25-1) → methyl O-α-D-galactopyranosyl-(1<*>3)-2-acetamido-2-deoxy-α-D-glucopyranoside (139894-29-4,62998-30-5,62998-34-9,75669-79-3,88274-25-3,98167-59-0,100836-88-2,124501-68-4,139627-92-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 760 Torr; Yield given; Ambient temperature;

DOI:10.1021/jo00034a047

Reference yield:

Methyl O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (139760-23-9) → methyl O-α-D-galactopyranosyl-(1<*>3)-2-acetamido-2-deoxy-α-D-glucopyranoside (139894-29-4,62998-30-5,62998-34-9,75669-79-3,88274-25-3,98167-59-0,100836-88-2,124501-68-4,139627-92-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 760 Torr; Yield given; Ambient temperature;

DOI:10.1021/jo00034a047

Reference yield:

Methyl O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1->3)-2-acetamido-4,6-di-O-benzyl-2-deoxy-α-D-glucopyranoside (139760-24-0) → methyl O-α-D-galactopyranosyl-(1<*>3)-2-acetamido-2-deoxy-α-D-glucopyranoside (139894-29-4,62998-30-5,62998-34-9,75669-79-3,88274-25-3,98167-59-0,100836-88-2,124501-68-4,139627-92-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 760 Torr; Yield given; Ambient temperature;

DOI:10.1021/jo00034a047

upstream raw materials:

acetic anhydride

methyl O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-2-acetamido-2-deoxy-β-D-glucopyranoside

methyl N-acetyl-β-D-glucosaminide

4-nitrophenyl-β-D-galactopyranoside

Refernces

• 1、 Nifant'ev,Shashkov,Kochetkov. "Synthesis of methyl O-α-L-fucopyranosyl- (1 → 2)- O-β-D-galactopyranosyl- (1 → 3)- 2-acetamido- 2-deoxy-β-D-glucopyranoside, using 2,3,4-tri-O-benzoyl-α-L-fucopyranosyl bromide as the α-L-fucosylating agent". . p. 331 - 336. Retrieved 2007/10/02.
• 2、 Nilsson. "Enzymic synthesis of di- and tri-saccharide glycosides, using glycosidases and beta-D-galactoside 3-alpha-sialyl-transferase.". . p. 9 - 17. Retrieved 2007/10/02.