6-O-beta-D-Galactopyranosyl-D-galactose

Base Information

• Chemical Name: 6-O-beta-D-Galactopyranosyl-D-galactose
• CAS No.: 13299-21-3
• Molecular Formula: C₁₂H₂₂O₁₁
• Molecular Weight: 342.3
• European Community (EC) Number: 209-568-6
• DSSTox Substance ID: DTXSID701267541
• Wikipedia: Melibiose
• Wikidata: Q74411440

Synonyms:Melibiose

Chemical Property of 6-O-beta-D-Galactopyranosyl-D-galactose

Chemical Property:

• 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-beta-D-Galactopyranosyl-D-galactose

There total 14 articles about 6-O-beta-D-Galactopyranosyl-D-galactose 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: 62.0%

D-raffinose (512-69-6) → 5-hydroxymethyl-2-furfuraldehyde (67-47-0) + α-D-melibiose (13299-21-3)

Guidance literature:

With Nafion NR₅₀; In N,N-dimethyl-formamide; at 99.84 ℃; for 6h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Schlenk technique;

DOI:10.1002/cssc.201300939

Reference yield: 17.0%

D-raffinose (512-69-6) → 5-hydroxymethyl-2-furfuraldehyde (67-47-0) + D-glucose (50-99-7) + α-D-melibiose (13299-21-3)

Guidance literature:

With hydrotacitile; In N,N-dimethyl-formamide; at 99.84 ℃; for 6h; Reagent/catalyst; Inert atmosphere; Schlenk technique;

DOI:10.1002/cssc.201300939

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

upstream raw materials:

D-raffinose

6²-β-D-glucopyranosyl-laminaratriose

azukisaponin VI

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

Downstream raw materials:

acetamide

formic acid

arabinoic acid

D-lyxonic acid

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