1-O-Methyl-4-O,6-O-benzylidene-2-deoxy-α-D-arabino-hexopyranose

Base Information

• Chemical Name: 1-O-Methyl-4-O,6-O-benzylidene-2-deoxy-α-D-arabino-hexopyranose
• CAS No.: 6752-48-3
• Molecular Formula: C14H18O5
• Molecular Weight: 266.294
• Hs Code.: 2932999099
• Mol file: 6752-48-3.mol

Synonyms:1-O-Methyl-4-O,6-O-benzylidene-2-deoxy-α-D-arabino-hexopyranose;Methyl 4-O,6-O-(phenylmethylene)-2-deoxy-α-D-arabino-hexopyranoside

Chemical Property of 1-O-Methyl-4-O,6-O-benzylidene-2-deoxy-α-D-arabino-hexopyranose

Chemical Property:

• PSA: 57.15000
• LogP: 1.22290

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-O-Methyl-4-O,6-O-benzylidene-2-deoxy-α-D-arabino-hexopyranose

There total 53 articles about 1-O-Methyl-4-O,6-O-benzylidene-2-deoxy-α-D-arabino-hexopyranose 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-(R)-benzylidene-2-deoxy-α-D-erythrohexopyranosid-3-ulose (63598-31-2) → methyl 2-deoxy-4,6-O-benzylidene-α-D-ribo-hexopyranoside (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)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 0.166667h; Ambient temperature;

Reference yield: 97.0%

methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside (66537-92-6) → methyl 2-deoxy-4,6-O-benzylidene-α-D-ribo-hexopyranoside (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)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran;

DOI:10.1002/1521-3773(20010202)40:3<607::AID-ANIE607>3.0.CO;2-8

Reference yield: 96.0%

methyl 2-deoxy-2-iodo-4,6-O-(phenylmethylene)-α-D-mannopyranoside (517893-16-2) → methyl 4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (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)

Guidance literature:

With fac-tris(4-methyl-(2-pyridinyl-κN)phenyl-κ2C)iridium(III); N-ethyl-N,N-diisopropylamine; para-thiocresol; In acetonitrile; at 20 ℃; for 1h; Irradiation; Inert atmosphere;

DOI:10.1002/chem.201405516

upstream raw materials:

benzaldehyde

methyl-(α-D-xylo-2-deoxy-hexopyranoside)

methyl 2,3-anhydro-4,6-dioxabenzylidene-α-D-gulopyranose

methyl-[O⁴,O⁶((S)-benzylidene)-S-methyl-2-thio-α-D-idopyranoside]

Downstream raw materials:

methyl-[O⁴,O⁶-((S)-benzylidene)-O³-methyl-α-D-xylo-2-deoxy-hexopyranoside]

Methyl-3-O-benzoyl-4,6-O-benzyliden-2-desoxy-α-D-arabino-hexopyranosid

Methyl-3-O-(4-O-acetyl-2,6-didesoxy-2-iod-3-C-methyl-α-D-mannopyranosyl)-4,6-O-benzyliden-2-desoxy-α-D-arabino-hexopyranosid

Methyl-4.6-O-benzyliden-3-O-(4,6-O-benzyliden-2-desoxy-2-iod-3-C-methyl-α-D-mannopyranosyl)-2-desoxy-α-D-arabino-hexopyranosid

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