benzyl (E)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enodialdo-1,4-furanoside

Base Information

• Chemical Name: benzyl (E)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enodialdo-1,4-furanoside
• CAS No.: 108182-76-9
• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.343
• Mol file: 108182-76-9.mol

Synonyms:benzyl (E)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enodialdo-1,4-furanoside

Chemical Property of benzyl (E)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enodialdo-1,4-furanoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of benzyl (E)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enodialdo-1,4-furanoside

There total 2 articles about benzyl (E)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enodialdo-1,4-furanoside 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: 95.0%

benzyl 2,3-O-isopropylidene-α-D-lyxo-pentodialdo-1,4-furanoside (102919-04-0,102854-75-1) + (triphenylphosphoranylidene)acetaldehyde (2136-75-6) → benzyl (E)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enodialdo-1,4-furanoside (108182-76-9)

Guidance literature:

In benzene; for 2.5h; Heating;

DOI:10.1016/0008-6215(86)80004-0

Reference yield:

1-O-benzyl-2,3-O-isopropylidene-α-D-manno-furanose (74912-02-0,79940-48-0,94118-99-7,20689-03-6) → benzyl (E)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enodialdo-1,4-furanoside (108182-76-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 96.5 percent / sodium periodate / dioxane; H₂O / 1 h / Ambient temperature

2: 95 percent / benzene / 2.5 h / Heating

With sodium periodate; In 1,4-dioxane; water; benzene;

DOI:10.1016/0008-6215(86)80004-0

Reference yield: 74.0%

benzyl (E)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enodialdo-1,4-furanoside (108182-76-9) → benzyl (E)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enofuranoside (105592-36-7)

Guidance literature:

With diisobutylaluminum hydride; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/0008-6215(86)80004-0

upstream raw materials:

benzyl 2,3-O-isopropylidene-α-D-lyxo-pentodialdo-1,4-furanoside

(triphenylphosphoranylidene)acetaldehyde

1-O-benzyl-2,3-O-isopropylidene-α-D-manno-furanose

Downstream raw materials:

benzyl (E)-5,6-dideoxy-2,3-O-isopropylidene-α-D-lyxo-hept-5-enofuranoside

perseitol

(1R,2S)-1-((3aR,4S,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-propane-1,2,3-triol