10-(benzyloxy)-2,2-dimethyl-1,3,6-trioxaspiro(4,5)decane-8,9-diol

Base Information

• Chemical Name: 10-(benzyloxy)-2,2-dimethyl-1,3,6-trioxaspiro(4,5)decane-8,9-diol
• CAS No.: 70551-32-5
• Molecular Formula: C₁₆H₂₂O₆
• Molecular Weight: 310.347
• Mol file: 70551-32-5.mol

Synonyms:10-(benzyloxy)-2,2-dimethyl-1,3,6-trioxaspiro(4,5)decane-8,9-diol

Chemical Property of 10-(benzyloxy)-2,2-dimethyl-1,3,6-trioxaspiro(4,5)decane-8,9-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 10-(benzyloxy)-2,2-dimethyl-1,3,6-trioxaspiro(4,5)decane-8,9-diol

There total 8 articles about 10-(benzyloxy)-2,2-dimethyl-1,3,6-trioxaspiro(4,5)decane-8,9-diol 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: 90.0%

3-O-Benzyl-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose (85458-76-0) → 10-(benzyloxy)-2,2-dimethyl-1,3,6-trioxaspiro(4,5)decane-8,9-diol (70551-32-5)

Guidance literature:

With acetic acid; for 12h; Ambient temperature;

DOI:10.1021/jo00108a018

Reference yield: 85.0%

C23H26O6 (1125824-35-2) → 10-(benzyloxy)-2,2-dimethyl-1,3,6-trioxaspiro(4,5)decane-8,9-diol (70551-32-5)

Guidance literature:

With phosphomolybdic acid; silica gel; In dichloromethane; at 20 ℃; for 3h; chemoselective reaction;

DOI:10.1002/ejoc.200800963

Reference yield:

1,2;4,5-di-O-isopropylidene-β-D-(-)-fructopyranose (25018-67-1) → 10-(benzyloxy)-2,2-dimethyl-1,3,6-trioxaspiro(4,5)decane-8,9-diol (70551-32-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / dimethylformamide

2: aq. AcOH

With sodium hydride; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1055/s-2005-923583

upstream raw materials:

3-O-Benzyl-1,2:4,5-di-O-isopropylidene-β-D-fructopyranose

1,2;4,5-di-O-isopropylidene-β-D-(-)-fructopyranose

benzyl bromide

fructopyranose

Downstream raw materials:

3,4-di-O-benzyl-1,2-O-isopropylidene-β-D-fructopyranose

(S)-2-Benzyloxy-2-[(S)-4-(2-hydroxy-ethoxy)-2,2-dimethyl-[1,3]dioxolan-4-yl]-ethanol

5-azido-4-O-benzoyl-3-O-benzyl-5-deoxy-β-D-fructopyranose

5-azido-4-O-benzoyl-3-O-benzyl-5-deoxy-α-L-sorbopyranose