N-ACETYL-beta-MURAMIC ACID

Base Information

Chemical Name:N-ACETYL-beta-MURAMIC ACID
CAS No.:61665-31-4
Molecular Formula:C₁₁H₁₉NO₈
Molecular Weight:293.274
Hs Code.:
UNII:TQ9990Q808
Metabolomics Workbench ID:56391
Wikidata:Q140289

Synonyms:N-acetyl-beta-muramic acid;TQ9990Q808;UNII-TQ9990Q808;BETA-N-ACETYLMURAMIC ACID;N-acetyl-beta-D-muramic acid;61665-31-4;2-(acetylamino)-3-O-[(1R)-1-carboxyethyl]-2-deoxy-beta-D-glucopyranose;beta-D-Glucopyranose, 2-(acetylamino)-3-O-(1-carboxyethyl)-2-deoxy-, (R)-;2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-beta-D-glucopyranose;4ebs;SCHEMBL6552473;CHEBI:40729;N-ACETYL-.BETA.-MURAMIC ACID;Q140289;N-acetyl-muramic acid;.BETA.-D-GLUCOPYRANOSE, 2-(ACETYLAMINO)-3-O-(1-CARBOXYETHYL)-2-DEOXY-, (R)-

Suppliers and Price of N-ACETYL-beta-MURAMIC ACID

Supply Marketing:

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

Manufacturers and distributors:

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Chemical Property of N-ACETYL-beta-MURAMIC ACID

Chemical Property:

XLogP3:-2.1
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:5
Exact Mass:293.11106656
Heavy Atom Count:20
Complexity:362

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C(=O)O)OC1C(C(OC(C1O)CO)O)NC(=O)C
Isomeric SMILES:C[C@H](C(=O)O)O[C@@H]1[C@H]([C@@H](O[C@@H]([C@H]1O)CO)O)NC(=O)C

Technology Process of N-ACETYL-beta-MURAMIC ACID

There total 11 articles about N-ACETYL-beta-MURAMIC 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: 40.4%

: 87173-13-5
(R)-2-{[(2S,4aR,6R,7R,8R,8aS)-7-Acetamido-6-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-yl]oxy}propanoic acid

: 1856-93-5,13057-99-3,14468-69-0,24909-43-1,24909-48-6,61633-75-8,61665-31-4
(R)-2-(((3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)propanoic acid

Guidance literature:: With palladium 10% on activated carbon; hydrogen; acetic acid; In methanol; water; at 20 ℃; for 20h;
DOI:10.1021/jacs.8b03304

Reference yield:

: 730911-70-3
Benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-<(S)-1-carboxyethyl>-α-D-glucopyranoside

: 1856-93-5,13057-99-3,14468-69-0,24909-43-1,24909-48-6,61633-75-8,61665-31-4
N-acetylisomuramic acid

Guidance literature:: Multi-step reaction with 3 steps

1: dicyclohexylcarbodiimide (DCC) / tetrahydrofuran / 19 h / 4 - 20 °C

2: acetonitrile / 15 h / Ambient temperature

3: 1.) H₂, AcOH, 2.) H⁺ / 1.) Pd black / 1.) RT, 5 d

With hydrogen; hydrogen cation; acetic acid; dicyclohexyl-carbodiimide; palladium; In tetrahydrofuran; acetonitrile;
DOI:10.1246/bcsj.53.2570

Reference yield:

: 72009-73-5,79734-49-9
(S)-2-((4aR,6S,7R,8R,8aS)-7-Acetylamino-6-benzyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid 3,5-dioxo-4-aza-tricyclo[5.2.1.0^2,6]dec-8-en-4-yl ester

: 1856-93-5,13057-99-3,14468-69-0,24909-43-1,24909-48-6,61633-75-8,61665-31-4
N-acetylisomuramic acid

Guidance literature:: Multi-step reaction with 2 steps

1: acetonitrile / 15 h / Ambient temperature

2: 1.) H₂, AcOH, 2.) H⁺ / 1.) Pd black / 1.) RT, 5 d

With hydrogen; hydrogen cation; acetic acid; palladium; In acetonitrile;
DOI:10.1246/bcsj.53.2570