6-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,4-O-(1,1,3,3-tetraisopropyldisiloxanedi-1,3-yl)-1,2-O-((1S,4S)-1,7,7-trimethyl-[2.2.1]bicyclohept-6-ylidene)-D-myo-inositol

Base Information

• Chemical Name: 6-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,4-O-(1,1,3,3-tetraisopropyldisiloxanedi-1,3-yl)-1,2-O-((1S,4S)-1,7,7-trimethyl-[2.2.1]bicyclohept-6-ylidene)-D-myo-inositol
• CAS No.: 1336875-66-1
• Molecular Formula: C₅₅H₈₀O₁₂Si₂
• Molecular Weight: 989.404
• Mol file: 1336875-66-1.mol

Synonyms:

Chemical Property of 6-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,4-O-(1,1,3,3-tetraisopropyldisiloxanedi-1,3-yl)-1,2-O-((1S,4S)-1,7,7-trimethyl-[2.2.1]bicyclohept-6-ylidene)-D-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,4-O-(1,1,3,3-tetraisopropyldisiloxanedi-1,3-yl)-1,2-O-((1S,4S)-1,7,7-trimethyl-[2.2.1]bicyclohept-6-ylidene)-D-myo-inositol

There total 3 articles about 6-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,4-O-(1,1,3,3-tetraisopropyldisiloxanedi-1,3-yl)-1,2-O-((1S,4S)-1,7,7-trimethyl-[2.2.1]bicyclohept-6-ylidene)-D-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: 78.0%

6-(2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,4-O-(1,1,3,3-tetraisopropyldisiloxanedi-1,3-yl)-1,2-O-((1S,4S)-1,7,7-trimethyl-[2.2.1]bicyclohept-6-ylidene)-D-myo-inositol (1336875-65-0) → 6-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,4-O-(1,1,3,3-tetraisopropyldisiloxanedi-1,3-yl)-1,2-O-((1S,4S)-1,7,7-trimethyl-[2.2.1]bicyclohept-6-ylidene)-D-myo-inositol (1336875-66-1)

Guidance literature:

With sodium methylate; In methanol; dichloromethane; for 22h;

DOI:10.1021/jm2008419

Reference yield:

C36H34Cl3NO8 → 6-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,4-O-(1,1,3,3-tetraisopropyldisiloxanedi-1,3-yl)-1,2-O-((1S,4S)-1,7,7-trimethyl-[2.2.1]bicyclohept-6-ylidene)-D-myo-inositol (1336875-66-1)

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate / diethyl ether / 0.75 h / -70 °C / Molecular sieve

2: sodium methylate / methanol; dichloromethane / 22 h

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; In methanol; diethyl ether; dichloromethane;

DOI:10.1021/jm2008419

Reference yield:

3,4-O-(1,1,3,3-tetraisopropyldisiloxanedi-1,3-yl)-1,2-O-(L-1,7,7-trimethyl<2.2.1>bicyclohept-6-ylidene)-D-myo-inositol → 6-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,4-O-(1,1,3,3-tetraisopropyldisiloxanedi-1,3-yl)-1,2-O-((1S,4S)-1,7,7-trimethyl-[2.2.1]bicyclohept-6-ylidene)-D-myo-inositol (1336875-66-1)

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate / diethyl ether / 0.75 h / -70 °C / Molecular sieve

2: sodium methylate / methanol; dichloromethane / 22 h

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; In methanol; diethyl ether; dichloromethane;

DOI:10.1021/jm2008419

upstream raw materials:

6-(2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3,4-O-(1,1,3,3-tetraisopropyldisiloxanedi-1,3-yl)-1,2-O-((1S,4S)-1,7,7-trimethyl-[2.2.1]bicyclohept-6-ylidene)-D-myo-inositol

Downstream raw materials:

C₄₃H₅₄O₁₁