6-O-Alpha-D-Galactopyranosyl-Alpha-D-Glucopyranose

Base Information

• Chemical Name: 6-O-Alpha-D-Galactopyranosyl-Alpha-D-Glucopyranose
• CAS No.: 13299-20-2
• Molecular Formula: C₁₂H₂₂O₁₁
• Molecular Weight: 342.3
• European Community (EC) Number: 209-568-6
• DSSTox Substance ID: DTXSID90424933
• Nikkaji Number: J960.656D
• Wikipedia: Melibiose
• Wikidata: Q27463256
• Mol file: 13299-20-2.mol

Synonyms:Melibiose

Chemical Property of 6-O-Alpha-D-Galactopyranosyl-Alpha-D-Glucopyranose

Chemical Property:

• Vapor Pressure: 1.05E-27mmHg at 25°C
• Refractive Index: 1.622
• Boiling Point: 774.5°C at 760 mmHg
• Flash Point: 288.8°C
• PSA: 189.53000
• Density: 1.68g/cm³
• LogP: -5.39720
• XLogP3: -4.7
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 4
• Exact Mass: 342.11621151
• Heavy Atom Count: 23
• Complexity: 382

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C1C(C(C(C(O1)OCC2C(C(C(C(O2)O)O)O)O)O)O)O)O
• Isomeric SMILES: C([C@@H]1[C@@H]([C@@H]([C@H]([C@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O)O)O)O)O)O)O)O

Technology Process of 6-O-Alpha-D-Galactopyranosyl-Alpha-D-Glucopyranose

There total 12 articles about 6-O-Alpha-D-Galactopyranosyl-Alpha-D-Glucopyranose 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:

62-β-D-glucopyranosyl-laminaratriose (75547-73-8) → laminaribiose (584-30-5,2152-85-4,2495-70-7,7313-98-6,15038-73-0,16741-21-2,23745-85-9,29478-44-2,33799-30-3,47307-02-8,50499-34-8,50499-35-9,52485-08-2,52485-09-3,52485-10-6,52485-11-7,55058-42-9,71630-16-5,72597-54-7,72597-55-8,72597-57-0,79952-48-0,79952-49-1,93221-80-8,93221-86-4,100430-40-8,103302-12-1,109432-03-3,122291-87-6,123050-23-7,127912-26-9,149342-88-1,150447-75-9) + gentibiose (536-11-8,645-03-4,902-54-5,3031-35-4,4604-26-6,5340-95-4,5995-99-3,5996-00-9,13299-20-2,13299-21-3,15548-40-0,16750-26-8,16967-97-8,23339-29-9,24822-33-1,33428-65-8,34674-94-7,35867-21-1,37169-69-0,37169-72-5,38533-27-6,50271-70-0,65207-30-9,82729-73-5,95463-59-5,100427-99-4,100430-37-3,100483-14-5,102572-70-3,110658-40-7,123809-47-2,140461-60-5,143615-15-0) + O-β-D-glucopyranosyl-(1-3)-O-<β-D-glucopyranosyl-(1-6)>-α,β-D-glucopyranose (3256-10-8,75597-63-6,78039-04-0,78039-05-1,95463-61-9,121123-33-9) + D-glucose (50-99-7,59-23-4,921-60-8,1949-88-8,1990-29-0,2152-76-3,2595-97-3,2595-98-4,3458-28-4,4205-23-6,5934-56-5,5978-95-0,5987-68-8,6027-89-0,6038-51-3,7635-11-2,10030-80-5,15572-79-9,19163-87-2,23567-25-1,26566-61-0,30077-17-9,31103-86-3,39665-52-6,40866-07-7,58367-01-4,58407-05-9,58407-06-0,83198-69-0,83198-70-3,83198-71-4,93780-23-5,145920-48-5)

Guidance literature:

With hydrogenchloride; sodium tetrahydroborate; Multistep reaction; 2.) 3h, 100degC;

DOI:10.1016/S0008-6215(00)84572-3

Reference yield:

p-nitrophenyl 6-O-β-D-glucopyranosyl-β-D-glucopyranoside (144939-65-1,335193-88-9) → D-Glucose (2280-44-6) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + gentibiose (536-11-8,645-03-4,902-54-5,3031-35-4,4604-26-6,5340-95-4,5995-99-3,5996-00-9,13299-20-2,13299-21-3,15548-40-0,16750-26-8,16967-97-8,23339-29-9,24822-33-1,33428-65-8,34674-94-7,35867-21-1,37169-69-0,37169-72-5,38533-27-6,50271-70-0,65207-30-9,82729-73-5,95463-59-5,100427-99-4,100430-37-3,100483-14-5,102572-70-3,110658-40-7,123809-47-2,140461-60-5,143615-15-0) + 4-nitrophenyl-β-D-glucoside (2492-87-7)

Guidance literature:

With Penicillium multicolor IAM7153 β-diglycosidase; In acetate buffer; at 40 ℃; pH=5.5; Enzyme kinetics;

DOI:10.1271/bbb.70.691

Reference yield:

D-melibiose (536-11-8,645-03-4,902-54-5,3031-35-4,4604-26-6,5340-95-4,5995-99-3,5996-00-9,13299-20-2,13299-21-3,15548-40-0,16750-26-8,16967-97-8,23339-29-9,24822-33-1,33428-65-8,34674-94-7,35867-21-1,37169-69-0,37169-72-5,38533-27-6,50271-70-0,65207-30-9,82729-73-5,95463-59-5,100427-99-4,100430-37-3,100483-14-5,102572-70-3,110658-40-7,123809-47-2,140461-60-5,143615-15-0) → 6-O-(α-D-galactopyranosyl)-D-fructofuranose + D-Fructose (57-48-7,18875-34-8) + O-α-D-galactopyranosyl-(1->6)-D-mannopyranose (536-11-8,645-03-4,902-54-5,3031-35-4,4604-26-6,5340-95-4,5995-99-3,5996-00-9,13299-20-2,13299-21-3,15548-40-0,16750-26-8,16967-97-8,23339-29-9,24822-33-1,33428-65-8,34674-94-7,35867-21-1,37169-69-0,37169-72-5,38533-27-6,50271-70-0,65207-30-9,82729-73-5,95463-59-5,100427-99-4,100430-37-3,100483-14-5,102572-70-3,110658-40-7,123809-47-2,140461-60-5,143615-15-0) + D-Mannose (3458-28-4) + D-tagatose (87-81-0,18875-34-8) + D-glucose (50-99-7) + D-talose (2595-98-4) + D-Galactose (59-23-4)

Guidance literature:

With water; In ethanol; at 200 ℃; under 75007.5 Torr; Solvent; Kinetics; Supercritical conditions;

DOI:10.1080/09168451.2015.1127135

upstream raw materials:

6²-β-D-glucopyranosyl-laminaratriose

azukisaponin VI

p-nitrophenyl 6-O-β-D-glucopyranosyl-β-D-glucopyranoside

D-Galactose

Downstream raw materials:

formic acid

O-β-D-glucopyranosylglycolic acid

(S)-6-((2R,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexane-1,2,3,4,5-pentaol

2-O-β-D-Glucopyranosyl-D-erythronic acid

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