O-Seryl-beta-N-acetylglucosaminide

Base Information

• Chemical Name: O-Seryl-beta-N-acetylglucosaminide
• CAS No.: 17041-36-0
• Molecular Formula: C₁₁H₂₀N₂O₈
• Molecular Weight: 308.288
• DSSTox Substance ID: DTXSID40168855
• Nikkaji Number: J1.903.778I
• Wikidata: Q27162819
• Mol file: 17041-36-0.mol

Synonyms:3-O-(2-acetamido-2-deoxy-beta-D-glucopyranosyl)-L-serine;O-seryl-beta-N-acetylglucosaminide

Chemical Property of O-Seryl-beta-N-acetylglucosaminide

Chemical Property:

• Vapor Pressure: 9.86E-23mmHg at 25°C
• Boiling Point: 701.2°Cat760mmHg
• PKA: 2.05±0.10(Predicted)
• Flash Point: 377.9°C
• PSA: 171.57000
• Density: 1.51g/cm³
• LogP: -2.55020
• XLogP3: -5.6
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 308.12196560
• Heavy Atom Count: 21
• Complexity: 379

Purity/Quality:

98%min ^*data from raw suppliers

2-Acetamido-2-deoxy-D-glucopyranosyl serine ^*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)N)CO)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)N)CO)O)O

Technology Process of O-Seryl-beta-N-acetylglucosaminide

There total 18 articles about O-Seryl-beta-N-acetylglucosaminide 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%

Nα-(9-flourenylmethoxycarbonyl)-3-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-Β-D-glucopyranosyl)-L-serine (160067-63-0) → O-(2-Acetamino-2-desoxy-β-D-glucopyranosyl)-L-serin (17041-36-0)

Guidance literature:

With methanol; sodium methylate; for 0.5h;

DOI:10.1039/d1ob00510c

Reference yield: 96.0%

3-O-(2-Acetamido-2-desoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-serinbenzylester (83956-38-1) → 3-O-(2-Acetamido-2-desoxy-α-D-galactopyranosyl)-L-serin (17041-36-0,72259-90-6,116949-18-9,67262-86-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; acetic acid; for 4h; Ambient temperature;

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

Reference yield: 94.0%

O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-serine (83956-40-5) → 3-O-(2-Acetamido-2-desoxy-α-D-galactopyranosyl)-L-serin (17041-36-0,72259-90-6,116949-18-9,67262-86-6)

Guidance literature:

With methanol; sodium methylate; for 2h; Ambient temperature;

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

upstream raw materials:

N^α-(9-flourenylmethoxycarbonyl)-3-O-(2-acetamido-2-deoxy-3,4,6-tri-O-acetyl-Β-D-glucopyranosyl)-L-serine

O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-α-D-galactopyranosyl)-L-serine

3-O-(2-Acetamido-2-desoxy-α-D-galactopyranosyl)-N-(benzyloxycarbonyl)-L-serinbenzylester

O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-α-D-galactopyranosyl)-N-benzyloxycarbonyl-L-serine benzyl ester

Downstream raw materials:

3-O-(2-acetamido-2-deoxy-3-O-β-D-galactopyranosyl-α-D-galactopyranosyl)-L-serine

N-(benzyloxycarbonyl)-O-(β-D-galactopyranosyl)-(1->3)-O-[(5-acetamido-3,5-dideoxy-D-glycero-α-D-galacto-3-nonulopyranosylonic acid)-(2->6)]-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine

N-(benzyloxycarbonyl)-O-(3,4-O-isopropylidene-β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-2-deoxy-4,6-O-isopropylidene-α-D-galactopyranosyl)-(1->3)-L-serine allyl ester

N-(benzyloxycarbonyl)-O-(β-D-galactopyranosyl)-(1->3)-O-(2-acetamido-2-deoxy-α-D-galactopyranosyl)-(1->3)-L-serine allyl ester