N-acetyl-alpha-muramic acid

Base Information

Chemical Name:N-acetyl-alpha-muramic acid
CAS No.:61633-75-8
Molecular Formula:C₁₁H₁₉NO₈
Molecular Weight:293.274
Hs Code.:
European Community (EC) Number:830-626-7
UNII:44N0ZKC921
Nikkaji Number:J2.395.056A
Wikidata:Q27120780
Metabolomics Workbench ID:56778
ChEMBL ID:CHEMBL1234516
Mol file:61633-75-8.mol

Synonyms:61633-75-8;N-acetyl-alpha-muramic acid;N-ACETYL ALPHA-MURAMIC ACID;(R)-2-(((2S,3R,4R,5S,6R)-3-Acetamido-2,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)propanoic acid;N-Acetylmuramic acid [MI];2-ACETAMIDO-2-DEOXY-3-O-[D-1'-CARBOXYETHYL]-D-GLUCOPYRANOSE;UNII-44N0ZKC921;alpha-Muramic acid, N-acetyl-;CHEBI:47571;44N0ZKC921;(2R)-2-[(2S,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxypropanoic acid;2-acetamido-3-O-[(1R)-1-carboxyethyl]-2-deoxy-alpha-D-glucopyranose;N-acetyl-alpha-D-muramic acid;alpha-D-Glucopyranose, 2-(acetylamino)-3-O-(1-carboxyethyl)-2-deoxy-, (R)-;Prestwick3_000464;SCHEMBL57604;BSPBio_000568;BPBio1_000626;CHEMBL1234516;HMS2096M10;AKOS015840312;AKOS016013952;N-ACETYL-.ALPHA.-MURAMIC ACID;.ALPHA.-MURAMIC ACID, N-ACETYL-;NCGC00179519-01;N-ACETYL-.ALPHA.-MURAMIC ACID [MI];N-acetyl-muramic acid;N-ACETYLMURAMIC ACID;A833341;Q27120780;2-Acetamido-2-Deoxy-3-O-[D-1''-Carboxyethyl]-D-Glucopyranose;2-(acetylamino)-3-O-[(1R)-1-carboxyethyl]-2-deoxy-alpha-D-glucopyranose;2-(Acetylamino)-3-O-[(R)-1-carboxyethyl]-2-deoxy-alpha-D-glucopyranose;.ALPHA.-D-GLUCOPYRANOSE, 2-(ACETYLAMINO)-3-O-(1-CARBOXYETHYL)-2-DEOXY-, (R)-;(2R)-2-{[(2S,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}propanoic acid;(R)-2-(((2S,3R,4R,5S,6R)-3-Acetamido-2,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)propanoicacid;(R)-2-((2S,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yloxy)propanoic acid

Suppliers and Price of N-acetyl-alpha-muramic 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
Packaging
price

Crysdot
(R)-2-(((2S,3R,4R,5S,6R)-3-Acetamido-2,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)propanoicacid 95+%
250mg
$ 378.00

Crysdot
(R)-2-(((2S,3R,4R,5S,6R)-3-Acetamido-2,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)propanoicacid 95+%
1g
$ 947.00

American Custom Chemicals Corporation
N-ACETYL ALPHA-MURAMIC ACID 95.00%
1G
$ 918.23

Alichem
(R)-2-(((2S,3R,4R,5S,6R)-3-Acetamido-2,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)propanoicacid
1g
$ 798.72

Alichem
(R)-2-(((2S,3R,4R,5S,6R)-3-Acetamido-2,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)propanoicacid
250mg
$ 408.74

Total 17 raw suppliers

Chemical Property of N-acetyl-alpha-muramic acid

Chemical Property:

Vapor Pressure:1.95E-22mmHg at 25°C
Boiling Point:696.5°Cat760mmHg
Flash Point:375°C
PSA：145.55000
Density:1.46g/cm³
LogP:-2.18930
Storage Temp.:2-8°C
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:

97% ^*data from raw suppliers

(R)-2-(((2S,3R,4R,5S,6R)-3-Acetamido-2,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl)oxy)propanoicacid 95+% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

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-alpha-muramic acid

There total 12 articles about N-acetyl-alpha-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