(2S)-3-(2-acetamido-2-deoxy-3-O-beta-D-galactopyranosyl-alpha-D-galactopyranosyloxy)-2-azaniumylpropanoate

Base Information

• Chemical Name: (2S)-3-(2-acetamido-2-deoxy-3-O-beta-D-galactopyranosyl-alpha-D-galactopyranosyloxy)-2-azaniumylpropanoate
• CAS No.: 60280-57-1
• Molecular Formula: C17H30N2O13
• Molecular Weight: 470.43
• Mol file: 60280-57-1.mol

Synonyms:CHEBI:62465;beta-Galp-(1->3)-alpha-GalpNAc-(1->3)-Ser zwitterion;O-(3-O-beta-D-galactosyl-N-acetyl-alpha-D-galactosaminyl)-L-serine zwitterion;(2S)-3-(2-acetamido-2-deoxy-3-O-beta-D-galactopyranosyl-alpha-D-galactopyranosyloxy)-2-azaniumylpropanoate;(2S)-3-[beta-D-galactopyranosyl-(1->3)-2-acetamido-2-deoxy-alpha-D-galactopyranosyloxy]-2-azaniumylpropanoate

Chemical Property of (2S)-3-(2-acetamido-2-deoxy-3-O-beta-D-galactopyranosyl-alpha-D-galactopyranosyloxy)-2-azaniumylpropanoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 883.521°C at 760 mmHg
• Flash Point: 488.136°C
• PSA: 250.72000
• Density: 1.631g/cm³
• LogP: -4.72600
• XLogP3: -6.6
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 8
• Exact Mass: 470.17478902
• Heavy Atom Count: 32
• Complexity: 634

Purity/Quality:

≥95% ^*data from raw suppliers

TEpitope,Serinyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1C(C(C(OC1OCC(C(=O)[O-])[NH3+])CO)O)OC2C(C(C(C(O2)CO)O)O)O
• Isomeric SMILES: CC(=O)N[C@@H]1[C@H]([C@H]([C@H](O[C@@H]1OC[C@@H](C(=O)[O-])[NH3+])CO)O)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O
• Uses: T EPITOPE, SERINYL is a cancer associated carbohydrate tumor antigen which may be effective as cancer specific targets for immunotherapy as well as in the development of diagnostic monoclonal antibodies. Has been used or considered for use in human vaccines

Technology Process of (2S)-3-(2-acetamido-2-deoxy-3-O-beta-D-galactopyranosyl-alpha-D-galactopyranosyloxy)-2-azaniumylpropanoate

There total 44 articles about (2S)-3-(2-acetamido-2-deoxy-3-O-beta-D-galactopyranosyl-alpha-D-galactopyranosyloxy)-2-azaniumylpropanoate 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: 89.0%

N-benzyloxycarbonyl-3-O-<2-acetamido-2-deoxy-3-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranosyl>-L-serine benzyl ester (114117-10-1) → 3-O-(2-acetamido-2-deoxy-3-O-β-D-galactopyranosyl-α-D-galactopyranosyl)-L-serine (60280-57-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In 1,4-dioxane; methanol; acetic acid; for 16h;

DOI:10.1016/0008-6215(87)80135-0

Reference yield: 89.0%

O-(2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-O-(2-acetamido-2-desoxy-α-D-galactopyranosyl)-(1<*>3)-L-serin (83956-43-8) → 3-O-(2-acetamido-2-deoxy-3-O-β-D-galactopyranosyl-α-D-galactopyranosyl)-L-serine (60280-57-1)

Guidance literature:

With methanol; sodium methylate; at 0 ℃;

DOI:10.1016/0008-6215(82)84033-0

Reference yield: 85.0%

3-O-<2-Acetamido-4,6-di-O-benzoyl-2-desoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranosyl>-L-serin (96031-31-1) → 3-O-(2-acetamido-2-deoxy-3-O-β-D-galactopyranosyl-α-D-galactopyranosyl)-L-serine (60280-57-1)

Guidance literature:

With sodium methylate; In methanol; at 5 ℃; pH = 10.5;

DOI:10.1016/0008-6215(84)85006-5

upstream raw materials:

O-(2,3,4,6-Tetra-O-acetyl-β-D-galactopyranosyl)-(1<*>3)-O-(2-acetamido-2-desoxy-α-D-galactopyranosyl)-(1<*>3)-L-serin

3-O-<2-Acetamido-4,6-di-O-benzoyl-2-desoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranosyl>-L-serin

N-benzyloxycarbonyl-3-O-<2-acetamido-2-deoxy-3-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-α-D-galactopyranosyl>-L-serine benzyl ester

3-O-(2-Acetamido-2-desoxy-α-D-galactopyranosyl)-L-serin