Methyl 2,6-dideoxy-3-O-methyl-beta-L-arabino-hexopyranoside

Base Information

Chemical Name:Methyl 2,6-dideoxy-3-O-methyl-beta-L-arabino-hexopyranoside
CAS No.:4209-92-1
Molecular Formula:C₈H₁₆O₄
Molecular Weight:176.213
Hs Code.:
DSSTox Substance ID:DTXSID801202029

Synonyms:DTXSID801202029;Methyl 2,6-dideoxy-3-O-methyl-beta-L-arabino-hexopyranoside;4209-92-1

Suppliers and Price of Methyl 2,6-dideoxy-3-O-methyl-beta-L-arabino-hexopyranoside

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Methyl 2,6-dideoxy-3-O-methyl-beta-L-arabino-hexopyranoside

Chemical Property:

XLogP3:0
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:176.10485899
Heavy Atom Count:12
Complexity:139

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1C(C(CC(O1)OC)OC)O
Isomeric SMILES:C[C@H]1[C@@H]([C@H](C[C@H](O1)OC)OC)O

Technology Process of Methyl 2,6-dideoxy-3-O-methyl-beta-L-arabino-hexopyranoside

There total 18 articles about Methyl 2,6-dideoxy-3-O-methyl-beta-L-arabino-hexopyranoside 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:

: 18933-65-8,67909-11-9,135708-66-6,61653-42-7
Methyl 4-O-benzoyl-6-bromo-2,6-dideoxy-3-O-methyl-α-D-ribo-hexopyranoside

: 4166-79-4,4209-92-1,23568-10-7,24593-85-9,24593-87-1,33650-59-8,39036-68-5,53368-54-0,67968-33-6,67968-34-7,67968-35-8,80876-52-4,80876-53-5,85439-75-4,85439-76-5,85922-12-9,85922-13-0,105452-19-5,120331-46-6,123621-05-6,146277-51-2,146277-52-3
methyl 2,6-dideoxy-3-O-methyl-α-D-ribo-hexopyranoside

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 50 ℃; for 3h; Inert atmosphere;
DOI:10.1039/c2cc34404a

Reference yield:

: 6752-48-3,16718-95-9,18424-62-9,19877-02-2,22886-97-1,52153-29-4,52612-68-7,55331-65-2,64978-95-6,65725-24-8,66512-93-4,67968-51-8,72904-80-4,77481-69-7,131615-73-1,138663-49-7,151214-39-0
methyl 2-deoxy-4,6-O-benzylidene-α-D-ribo-hexopyranoside

: 4166-79-4,4209-92-1,23568-10-7,24593-85-9,24593-87-1,33650-59-8,39036-68-5,53368-54-0,67968-33-6,67968-34-7,67968-35-8,80876-52-4,80876-53-5,85439-75-4,85439-76-5,85922-12-9,85922-13-0,105452-19-5,120331-46-6,123621-05-6,146277-51-2,146277-52-3
methyl 2,6-dideoxy-3-O-methyl-α-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / tetrahydrofuran / 4.5 h / Cooling; Inert atmosphere

2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); barium carbonate / tetrachloromethane / 1 h / Inert atmosphere; Reflux

3: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 50 °C / Inert atmosphere

With N-Bromosuccinimide; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); sodium hydride; barium carbonate; In tetrahydrofuran; tetrachloromethane;
DOI:10.1039/c2cc34404a

Reference yield:

: 21090-92-6,53131-18-3,66537-93-7,126373-46-4,135818-56-3,138663-50-0
methyl-[O⁴,O⁶-((R)-benzylidene)-O³-methyl-α-D-ribo-2-deoxy-hexopyranoside]

: 4166-79-4,4209-92-1,23568-10-7,24593-85-9,24593-87-1,33650-59-8,39036-68-5,53368-54-0,67968-33-6,67968-34-7,67968-35-8,80876-52-4,80876-53-5,85439-75-4,85439-76-5,85922-12-9,85922-13-0,105452-19-5,120331-46-6,123621-05-6,146277-51-2,146277-52-3
methyl 2,6-dideoxy-3-O-methyl-α-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); barium carbonate / tetrachloromethane / 1 h / Inert atmosphere; Reflux

2: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 50 °C / Inert atmosphere

With N-Bromosuccinimide; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); barium carbonate; In tetrahydrofuran; tetrachloromethane;
DOI:10.1039/c2cc34404a