.alpha.-D-ribo-Hexopyranoside, methyl 3-deoxy-2-O-methyl-4,6-O-(phenylmethylene)-

Base Information

• Chemical Name: .alpha.-D-ribo-Hexopyranoside, methyl 3-deoxy-2-O-methyl-4,6-O-(phenylmethylene)-
• CAS No.: 56405-85-7
• Molecular Formula: C15H20O5
• Molecular Weight: 280.321
• Mol file: 56405-85-7.mol

Synonyms:.alpha.-D-ribo-Hexopyranoside, methyl 3-deoxy-2-O-methyl-4,6-O-(phenylmethylene)-

Chemical Property of .alpha.-D-ribo-Hexopyranoside, methyl 3-deoxy-2-O-methyl-4,6-O-(phenylmethylene)-

Chemical Property:

• PSA: 46.15000
• LogP: 1.87700

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of .alpha.-D-ribo-Hexopyranoside, methyl 3-deoxy-2-O-methyl-4,6-O-(phenylmethylene)-

There total 12 articles about .alpha.-D-ribo-Hexopyranoside, methyl 3-deoxy-2-O-methyl-4,6-O-(phenylmethylene)- 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: 21.0%

Trifluoro-methanesulfonic acid (4aR,6S,7R,8S,8aR)-6,7-dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester (112260-56-7,144370-66-1) → methyl 4,6-O-benzylidene-3-deoxy-2-O-methyl-α-D-ribo-hexopyranoside (56405-85-7) + methyl 5-O-benzyl-3-C-hydroxymethyl-2-O-methyl-α-D-xylo-pentofuranoside (144290-79-9)

Guidance literature:

With tetrabutylammonium borohydride; In benzene; Heating;

DOI:10.1246/cl.1992.1469

Reference yield:

methyl 2,3-anhydro-4,6-O-benzylidene-β-D-talopyranoside (86420-78-2) → methyl-[O4,O6-((S)-benzylidene)-O2-methyl-β-D-lyxo-3-deoxy-hexopyranoside] (56405-85-7,84594-51-4,138663-48-6,138663-51-1,138663-52-2)

Guidance literature:

Multi-step reaction with 3 steps

2: Raney nickel; aqueous ethanol

3: silver oxide

With ethanol; nickel; silver(l) oxide;

DOI:10.1002/hlca.19470300306

Reference yield:

methyl-[O4,O6-((S)-benzylidene)-S-methyl-3-thio-β-D-idopyranoside] (16697-40-8,54898-15-6,99146-73-3,144607-23-8,144607-26-1,144607-32-9) → methyl-[O4,O6-((S)-benzylidene)-O2-methyl-β-D-lyxo-3-deoxy-hexopyranoside] (56405-85-7,84594-51-4,138663-48-6,138663-51-1,138663-52-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Raney nickel; aqueous ethanol

2: silver oxide

With ethanol; nickel; silver(l) oxide;

DOI:10.1002/hlca.19470300306

upstream raw materials:

methyl-[O⁴,O⁶-((S)-benzylidene)-α-D-lyxo-3-deoxy-hexopyranoside]

methyl iodide

benzaldehyde

methyl-(α-D-lyxo-3-deoxy-hexopyranoside)

Downstream raw materials:

methyl-(O²-methyl-β-D-lyxo-3-deoxy-hexopyranoside)

methyl 4-0-benzyl-3-deoxy-2-0-methyl-α-D-ribo-hexopyranoside