Methyl 2,3-di-O-benzylhexopyranoside

Base Information

• Chemical Name: Methyl 2,3-di-O-benzylhexopyranoside
• CAS No.: 33164-03-3
• Molecular Formula: C21H26O6
• Molecular Weight: 374.434
• NSC Number: 170185,92309
• DSSTox Substance ID: DTXSID10293789
• Nikkaji Number: J3.167.505G
• Mol file: 33164-03-3.mol

Synonyms:Methyl 2,3-di-O-benzylhexopyranoside;17791-36-5;2-(hydroxymethyl)-6-methoxy-4,5-bis(phenylmethoxy)oxan-3-ol;methyl 2,3-di-O-benzyl-alpha-D-glucopyranoside;NSC92309;SCHEMBL21706804;DTXSID10293789;AOHYQGVMTDLXSL-UHFFFAOYSA-N;NSC-92309;NSC170185;NSC-170185;SB48865;Methyl 2,3-di-O-benzylhexopyranoside #;Methyl .alpha.-d-glucoside, 2,3-dibenzyl-

Chemical Property of Methyl 2,3-di-O-benzylhexopyranoside

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 374.17293854
• Heavy Atom Count: 27
• Complexity: 408

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1C(C(C(C(O1)CO)O)OCC2=CC=CC=C2)OCC3=CC=CC=C3

Technology Process of Methyl 2,3-di-O-benzylhexopyranoside

There total 62 articles about Methyl 2,3-di-O-benzylhexopyranoside 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: 100.0%

methyl 4,6-O-benzylidene-2,3-di-O-benzyl-α-D-altropyranoside (99212-27-8) → methyl 2,3-di-O-benzyl-α-D-altropyranoside (33164-03-3)

Guidance literature:

With acetic acid; at 80 ℃; for 0.5h;

DOI:10.1021/jo00009a009

Reference yield: 97.0%

methyl 2,3-di-O-benzyl-4,6-(2,6-dimethylbenzylidene)-α-D-mannopyranoside (1610712-48-5) → methyl 2,3-di-O-benzyl-α-D-mannopyranoside (6988-40-5,17791-36-5,29388-46-3,31873-34-4,33164-03-3,52526-60-0,61117-12-2,87392-25-4,117605-35-3,51842-19-4)

Guidance literature:

With iodine; In methanol; water; for 3.5h; Reflux;

DOI:10.1016/j.carres.2014.02.024

Reference yield: 94.0%

methyl 2,3-di-O-benzyl-4,6-O-(4’-methoxybenzylidene)-β-D-glucoside → methyl 2,3-di-O-benzyl-β-D-glucopyranoside (6988-40-5,17791-36-5,29388-46-3,31873-34-4,33164-03-3,51842-19-4,52526-60-0,61117-12-2,87392-25-4,117605-35-3)

Guidance literature:

With trifluoroacetic acid; In water; at 20 ℃; for 18h;

DOI:10.1039/c8ob02225a

upstream raw materials:

methyl 2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranoside

acetic acid

methyl 2,3-di-O-benzyl-4,6-di-O-isopropylidene-β-D-glucopyranoside

benzyl bromide

Downstream raw materials:

methyl 6-O-benzoyl-2,3-di-O-benzyl-β-D-glucopyranoside

methyl (methyl-2,3-bis-O-(phenylmethyl)-β-D-glucopyranoside)uronate

methyl 6-O-benzoyl-2,3-di-O-benzyl-β-D-galactopyranoside

(2S,4S,5R,6R)-4-Acetoxy-2-((2R,3S,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-5-acetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester