3,5(S)-O-benzylidene-1,2-dideoxy-6,7-O-isopropylidene-D-gluco-1-heptenitol

Base Information

• Chemical Name: 3,5(S)-O-benzylidene-1,2-dideoxy-6,7-O-isopropylidene-D-gluco-1-heptenitol
• CAS No.: 881302-95-0
• Molecular Formula: C₁₇H₂₂O₅
• Molecular Weight: 306.359
• Mol file: 881302-95-0.mol

Synonyms:3,5(S)-O-benzylidene-1,2-dideoxy-6,7-O-isopropylidene-D-gluco-1-heptenitol

Chemical Property of 3,5(S)-O-benzylidene-1,2-dideoxy-6,7-O-isopropylidene-D-gluco-1-heptenitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,5(S)-O-benzylidene-1,2-dideoxy-6,7-O-isopropylidene-D-gluco-1-heptenitol

There total 3 articles about 3,5(S)-O-benzylidene-1,2-dideoxy-6,7-O-isopropylidene-D-gluco-1-heptenitol 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: 86.0%

3,5(R)-O-benzylidene-1-deoxy-6,7-O-isopropylidene-1-iodo-D-glycero-D-gulitol (881302-94-9) → 3,5(S)-O-benzylidene-1,2-dideoxy-6,7-O-isopropylidene-D-gluco-1-heptenitol (881302-95-0)

Guidance literature:

With copper; zinc; In water; acetone; for 1.5h; Heating;

DOI:10.1016/j.jorganchem.2005.10.036

Reference yield:

(S)-1-[(2S,4S,5R,6S)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-2-phenyl-[1,3]dioxan-4-yl]-ethane-1,2-diol → 3,5(S)-O-benzylidene-1,2-dideoxy-6,7-O-isopropylidene-D-gluco-1-heptenitol (881302-95-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

2: 87 percent / NaI / butan-2-one / 1.5 h / Heating

3: 86 percent / Zn-Cu / acetone; H₂O / 1.5 h / Heating

With copper; triethylamine; sodium iodide; zinc; In dichloromethane; water; acetone; butanone;

DOI:10.1016/j.jorganchem.2005.10.036

Reference yield:

3,5(R)-O-benzylidene-6,7-O-isopropylidene-1-methanesulphonyl-D-glycero-D-gulitol (881302-93-8) → 3,5(S)-O-benzylidene-1,2-dideoxy-6,7-O-isopropylidene-D-gluco-1-heptenitol (881302-95-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / NaI / butan-2-one / 1.5 h / Heating

2: 86 percent / Zn-Cu / acetone; H₂O / 1.5 h / Heating

With copper; sodium iodide; zinc; In water; acetone; butanone;

DOI:10.1016/j.jorganchem.2005.10.036

upstream raw materials:

3,5(R)-O-benzylidene-1-deoxy-6,7-O-isopropylidene-1-iodo-D-glycero-D-gulitol

3,5(R)-O-benzylidene-6,7-O-isopropylidene-1-methanesulphonyl-D-glycero-D-gulitol

Downstream raw materials:

3-O-benzyl-1,2-dideoxy-6-phenyl-L-ido-1-hexenitol

3-O-benzyl-1,2-dideoxy-6-phenyl-D-gluco-1-hexenitol

3,5(S)-O-benzylidene-1,2-dideoxy-6-phenyl-L-ido-1-hexenitol

3,5(S)-O-benzylidene-1,2-dideoxy-6-phenyl-D-gluco-1-hexenitol