1,2-O-(methylethylidene)-3-O-(phenylmethyl)-α-D-ribofuranuroic acid

Base Information

• Chemical Name: 1,2-O-(methylethylidene)-3-O-(phenylmethyl)-α-D-ribofuranuroic acid
• CAS No.: 120417-90-5
• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.304
• Mol file: 120417-90-5.mol

Synonyms:1,2-O-(methylethylidene)-3-O-(phenylmethyl)-α-D-ribofuranuroic acid

Chemical Property of 1,2-O-(methylethylidene)-3-O-(phenylmethyl)-α-D-ribofuranuroic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-O-(methylethylidene)-3-O-(phenylmethyl)-α-D-ribofuranuroic acid

There total 2 articles about 1,2-O-(methylethylidene)-3-O-(phenylmethyl)-α-D-ribofuranuroic acid 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: 88.0%

3-O-benzyl-1,2-O-isopropylidene-α-D-ribo-pentodialdo-1,4-furanose (63593-02-2) → 1,2-O-(methylethylidene)-3-O-(phenylmethyl)-α-D-ribofuranuroic acid (120417-90-5)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide; In water; acetonitrile; at 0 - 10 ℃;

DOI:10.1016/S0040-4039(00)82295-9

Reference yield:

C16H22O6 → 1,2-O-(methylethylidene)-3-O-(phenylmethyl)-α-D-ribofuranuroic acid (120417-90-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium periodate / methanol; water / Inert atmosphere

2: sodium dihydrogenphosphate; sodium chlorite; dihydrogen peroxide / water; acetonitrile / Inert atmosphere

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; dihydrogen peroxide; In methanol; water; acetonitrile;

DOI:10.1016/j.tetlet.2011.02.102

Reference yield: 83.0%

lead(IV) tetraacetate (546-67-8) + 1,2-O-(methylethylidene)-3-O-(phenylmethyl)-α-D-ribofuranuroic acid (120417-90-5) → <3aR(3aα,5β,6α,6aα)>-tetrahydro-2,2-dimethyl-5-acetoxy-6-(phenylmethoxy)furo<2,3-d>-1,3-dioxole (120520-94-7)

Guidance literature:

With pyridine; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1016/S0040-4039(00)82295-9

upstream raw materials:

3-O-benzyl-1,2-O-isopropylidene-α-D-ribo-pentodialdo-1,4-furanose

Downstream raw materials:

<3aR(3aα,5β,6α,6aα)>-tetrahydro-2,2-dimethyl-5-acetoxy-6-(phenylmethoxy)furo<2,3-d>-1,3-dioxole

3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-D-allo-hepto-1,4-furanose

3-O-benzyl-6-deoxy-1,2-O-isopropylidene-β-L-talo-hepto-1,4-furanose

methyl 3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-D-allo-heptofuranuronate