Methyl lactoside

Base Information

• Chemical Name: Methyl lactoside
• CAS No.: 7216-69-5
• Molecular Formula: C13H24O11
• Molecular Weight: 356.327
• Hs Code.: 29389090
• UNII: 868YEO5270
• DSSTox Substance ID: DTXSID601315953
• Nikkaji Number: J259.295I
• Wikidata: Q27095427
• Metabolomics Workbench ID: 52781
• ChEMBL ID: CHEMBL503075
• Mol file: 7216-69-5.mol

Synonyms:methyl alpha-lactoside;methyl beta-lactoside;methyl lactoside;methyl-beta-D-lactoside;methyl-beta-lactoside

Chemical Property of Methyl lactoside

Chemical Property:

• Vapor Pressure: 1.43E-19mmHg at 25°C
• Melting Point: 205oC
• Boiling Point: 648.7°Cat760mmHg
• Flash Point: 346.1°C
• PSA: 178.53000
• Density: 1.63g/cm³
• LogP: -4.74310
• Storage Temp.: −20°C
• Solubility.: Water (Slightly)
• XLogP3: -4.2
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 5
• Exact Mass: 356.13186158
• Heavy Atom Count: 24
• Complexity: 396

Purity/Quality:

95%+ ^*data from raw suppliers

Methylβ-Lactoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O
• Isomeric SMILES: CO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)O)O

Technology Process of Methyl lactoside

There total 54 articles about Methyl lactoside 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: 94.0%

methyl 2,3,6-tri-O-benzyl-4-O-{3,4,6-tri-O-benzyl-2-O-[3'-(2''-benzyloxyphenyl)-3',3'-dimethylpropanoyl]-β-D-glucopyranosyl}-(1->4)-α-D-glucopyranoside (935554-58-8) → methyl 4-O-β-D-glucopyranosyl-(1->4)-α-D-glucopyranoside (744-05-8,4198-49-6,7216-69-5,7216-73-1,21973-65-9,35438-39-2,58462-71-8,66101-74-4,66101-75-5,67145-39-5,67145-40-8,70399-66-5,70427-91-7,70428-28-3,80446-84-0,81131-44-4,84129-57-7,92282-08-1,93221-82-0,114580-08-4,114817-99-1,117064-58-1,117064-59-2,118493-11-1,118493-12-2,118493-13-3,127253-90-1,127641-09-2,130192-72-2,136890-91-0,145680-83-7,146683-50-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; ethyl acetate; at 20 ℃; for 5h; under 2280.15 Torr;

DOI:10.1021/ol070449y

Reference yield: 93.0%

3,6,2',3',4',6'-hexa-O-acetyl-α-cellobioside (77068-23-6) → methyl 4-O-β-D-glucopyranosyl-(1->4)-α-D-glucopyranoside (744-05-8,4198-49-6,7216-69-5,7216-73-1,21973-65-9,35438-39-2,58462-71-8,66101-74-4,66101-75-5,67145-39-5,67145-40-8,70399-66-5,70427-91-7,70428-28-3,80446-84-0,81131-44-4,84129-57-7,92282-08-1,93221-82-0,114580-08-4,114817-99-1,117064-58-1,117064-59-2,118493-11-1,118493-12-2,118493-13-3,127253-90-1,127641-09-2,130192-72-2,136890-91-0,145680-83-7,146683-50-3)

Guidance literature:

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

DOI:10.1016/S0008-6215(00)85548-2

Reference yield: 92.0%

methyl (β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-glucopyranoside (88559-79-9) → methyl 4-O-β-D-glucopyranosyl-(1->4)-α-D-glucopyranoside (744-05-8,4198-49-6,7216-69-5,7216-73-1,21973-65-9,35438-39-2,58462-71-8,66101-74-4,66101-75-5,67145-39-5,67145-40-8,70399-66-5,70427-91-7,70428-28-3,80446-84-0,81131-44-4,84129-57-7,92282-08-1,93221-82-0,114580-08-4,114817-99-1,117064-58-1,117064-59-2,118493-11-1,118493-12-2,118493-13-3,127253-90-1,127641-09-2,130192-72-2,136890-91-0,145680-83-7,146683-50-3)

Guidance literature:

palladium on activated charcoal; In acetic acid; for 24h; under 760 Torr; Ambient temperature;

DOI:10.1016/0008-6215(83)84014-2

upstream raw materials:

barium methoxide

methyl-[O²,O³,O⁶-triacetyl-O⁴-(tetra-O-acetyl-β-D-glucopyranosyl)-β-D-mannopyranoside]

2,3,4,6-tetra-O-benzoylglucosyl bromide

methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

Downstream raw materials:

formic acid

methyl 4-O-(4,6-O-benzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

methyl 2,3,6-tri-O-acetyl-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside

methyl 4-O-(2-O-acetyl-3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranosyl)-2,3-di-O-acetyl-6-O-benzyl-α-D-glucopyranoside

Refernces

• 1、 Okada, Yasunori,Asakura, Noriaki,Bando, Masafumi,Ashikaga, Yoshiki,Yamada, Hidetoshi. "Completely β-selective glycosylation using 3,6- O-(o-xylylene)-bridged axial-rich glucosyl fluoride". . p. 6940 - 6943. Retrieved 2012/06/15.
• 2、 -. "Use Of An Alkyl Glycoside Or Of A Mixture Of At Least Two Alkyl Glycosides As Agent Intended For Inhibiting Microbial Growth, And Compositions Containing It". Page/Page column 5. . Retrieved 2009/12/24.