N-Acetyl-9-deoxyneuraminic acid

Base Information

Chemical Name:N-Acetyl-9-deoxyneuraminic acid
CAS No.:117193-36-9
Molecular Formula:C₁₁H₁₉NO₈
Molecular Weight:293.274
Hs Code.:
DSSTox Substance ID:DTXSID50151718
Nikkaji Number:J1.365.284H
Wikidata:Q83018258
Mol file:117193-36-9.mol

Synonyms:N-acetyl-9-deoxyneuraminic acid;NA-9-DNAA

Suppliers and Price of N-Acetyl-9-deoxyneuraminic acid

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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price

Total 1 raw suppliers

Chemical Property of N-Acetyl-9-deoxyneuraminic acid

Chemical Property:

Vapor Pressure:2.27E-24mmHg at 25°C
Boiling Point:726.5°Cat760mmHg
Flash Point:393.2°C
PSA：160.04000
Density:1.53g/cm³
LogP:-2.00390
XLogP3:-2.4
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:4
Exact Mass:293.11106656
Heavy Atom Count:20
Complexity:389

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C(C1C(C(CC(O1)(C(=O)O)O)O)NC(=O)C)O)O
Isomeric SMILES:C[C@H]([C@H]([C@H]1[C@@H]([C@H](C[C@](O1)(C(=O)O)O)O)NC(=O)C)O)O

Technology Process of N-Acetyl-9-deoxyneuraminic acid

There total 13 articles about N-Acetyl-9-deoxyneuraminic acid 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:

: 123149-74-6
methyl -β-D-glycero-D-galacto-2-nonulopyranosid>onate

: 117193-36-9
9-deoxy-Neu5Ac

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; at 40 ℃; for 2h;

Reference yield:

: 81058-14-2
methyl-5-acetamido-7-O-acetyl-4,8,9-tri-O-tert-butyldimethylsilyl-3,5-dideoxy-D-glycero-β-L-altro-2-nonulopyranosidonic acid methyl ester

: 117193-36-9
9-deoxy-Neu5Ac

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / 0.1-m HCOOH, 0.5-m Bu₄NF / tetrahydrofuran / 1 h / Ambient temperature

2: 1) molecule sieve, TPP, 2) DEAD, CH₃I / 1) 15 min, r.t., tolene, 2) 80 deg C

3: pyridine / 12 h

4: 87 percent / AIBN, (n-C₄H₉)3SnH / toluene / 0.5 h / 70 - 80 °C

5: 1) 1-n NaOH, 2) 0.025-m HCl, dowex 50H(+) / 1) C₂H₅OH, 2 h, 40 deg C, 2) C₂H₅OH, 2 h, 80 deg C

With hydrogenchloride; sodium hydroxide; formic acid; molecular sieve; 2,2'-azobis(isobutyronitrile); dowex 50H(+); tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; thiamine diphosphate; diethylazodicarboxylate; methyl iodide; In tetrahydrofuran; pyridine; toluene;
DOI:10.1007/BF00810094

Reference yield:

: 117193-32-5
Methyl-7-O-acetyl-5-acetamido-4-O-(t-butyldimethylsilyl)-3,5-didesoxy-β-D-glycero-D-galacto-2-nonulopyranosidonsaeuremethylester

: 117193-36-9
9-deoxy-Neu5Ac

Guidance literature:: Multi-step reaction with 4 steps

1: 1) molecule sieve, TPP, 2) DEAD, CH₃I / 1) 15 min, r.t., tolene, 2) 80 deg C

2: pyridine / 12 h

3: 87 percent / AIBN, (n-C₄H₉)3SnH / toluene / 0.5 h / 70 - 80 °C

4: 1) 1-n NaOH, 2) 0.025-m HCl, dowex 50H(+) / 1) C₂H₅OH, 2 h, 40 deg C, 2) C₂H₅OH, 2 h, 80 deg C

With hydrogenchloride; sodium hydroxide; molecular sieve; 2,2'-azobis(isobutyronitrile); dowex 50H(+); tri-n-butyl-tin hydride; thiamine diphosphate; diethylazodicarboxylate; methyl iodide; In pyridine; toluene;
DOI:10.1007/BF00810094