D-6-O-benzyl-2,3-O-(D-1,7,7-trimethyl<2.2.1>bicyclohept-2-ylidene)-1,4,5-tri-O-trimethyl-acetyl-myo-inositol

Base Information

• Chemical Name: D-6-O-benzyl-2,3-O-(D-1,7,7-trimethyl<2.2.1>bicyclohept-2-ylidene)-1,4,5-tri-O-trimethyl-acetyl-myo-inositol
• CAS No.: 138480-21-4
• Molecular Formula: C₃₈H₅₆O₉
• Molecular Weight: 656.857
• Mol file: 138480-21-4.mol

Synonyms:D-6-O-benzyl-2,3-O-(D-1,7,7-trimethyl<2.2.1>bicyclohept-2-ylidene)-1,4,5-tri-O-trimethyl-acetyl-myo-inositol

Chemical Property of D-6-O-benzyl-2,3-O-(D-1,7,7-trimethyl<2.2.1>bicyclohept-2-ylidene)-1,4,5-tri-O-trimethyl-acetyl-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of D-6-O-benzyl-2,3-O-(D-1,7,7-trimethyl<2.2.1>bicyclohept-2-ylidene)-1,4,5-tri-O-trimethyl-acetyl-myo-inositol

There total 3 articles about D-6-O-benzyl-2,3-O-(D-1,7,7-trimethyl<2.2.1>bicyclohept-2-ylidene)-1,4,5-tri-O-trimethyl-acetyl-myo-inositol 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: 50.0%

benzyl bromide (100-39-0) + D-1,4,5-tri-O-trimethylacetyl-2,3-O-(D-1,7,7-trimethyl<2.2.1>bicyclohept-2-ylidene)-myo-inositol (138480-20-3) → D-6-O-benzyl-2,3-O-(D-1,7,7-trimethyl<2.2.1>bicyclohept-2-ylidene)-1,4,5-tri-O-trimethyl-acetyl-myo-inositol (138480-21-4)

Guidance literature:

With silver(l) oxide; In N,N-dimethyl-formamide; at 4 ℃; for 24h;

DOI:10.1016/0040-4039(91)80780-A

Reference yield:

(1R)-(+)-camphor dimethyl acetal (109280-15-1) → D-6-O-benzyl-2,3-O-(D-1,7,7-trimethyl<2.2.1>bicyclohept-2-ylidene)-1,4,5-tri-O-trimethyl-acetyl-myo-inositol (138480-21-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) H⁺, 2) TsOH / 1) DMSO, 2) CHCl₃, MeOH, H₂O, r.t., 12 h

2: 48 percent / pyridine / 16 h / Ambient temperature

3: 50 percent / Ag₂O / dimethylformamide / 24 h / 4 °C

With pyridine; hydrogen cation; toluene-4-sulfonic acid; silver(l) oxide; In N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(91)80780-A

Reference yield:

1D-2,3-O-(D-1',7',7'-trimethyl<2.2.1>bicyclohept-2'-ylidene)-myo-inositol (128459-27-8) → D-6-O-benzyl-2,3-O-(D-1,7,7-trimethyl<2.2.1>bicyclohept-2-ylidene)-1,4,5-tri-O-trimethyl-acetyl-myo-inositol (138480-21-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 48 percent / pyridine / 16 h / Ambient temperature

2: 50 percent / Ag₂O / dimethylformamide / 24 h / 4 °C

With pyridine; silver(l) oxide; In N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(91)80780-A

upstream raw materials:

benzyl bromide

D-1,4,5-tri-O-trimethylacetyl-2,3-O-(D-1,7,7-trimethyl<2.2.1>bicyclohept-2-ylidene)-myo-inositol

(1R)-(+)-camphor dimethyl acetal

1D-2,3-O-(D-1',7',7'-trimethyl<2.2.1>bicyclohept-2'-ylidene)-myo-inositol

Downstream raw materials:

D-6-O-benzyl-2,3-O-(D-1,7,7-trimethyl<2.2.1>bicyclohept-2-ylidene)-myo-inositol

D-6-O-benzyl-2,3-O-(D-1,7,7-trimethyl<2.2.1>bicyclohept-2-ylidene)-1,4,5-tri-O-(2-oxo-5,6-benzo-1,3,2-dioxaphosphep-2-yl)myo-inositol