3,4,5,6-tetra-O-benzyl-1-O-trifluoromethanesulfonyl-L-myo-inositol

Base Information

• Chemical Name: 3,4,5,6-tetra-O-benzyl-1-O-trifluoromethanesulfonyl-L-myo-inositol
• CAS No.: 638203-33-5
• Molecular Formula: C₃₅H₃₅F₃O₈S
• Molecular Weight: 672.719
• Mol file: 638203-33-5.mol

Synonyms:3,4,5,6-tetra-O-benzyl-1-O-trifluoromethanesulfonyl-L-myo-inositol

Chemical Property of 3,4,5,6-tetra-O-benzyl-1-O-trifluoromethanesulfonyl-L-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,5,6-tetra-O-benzyl-1-O-trifluoromethanesulfonyl-L-myo-inositol

There total 4 articles about 3,4,5,6-tetra-O-benzyl-1-O-trifluoromethanesulfonyl-L-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: 100.0%

trifluoromethylsulfonic anhydride (358-23-6) + 1,4,5,6-tetra-O-benzyl-myo-inositol (28140-40-1) → 3,4,5,6-tetra-O-benzyl-1-O-trifluoromethanesulfonyl-L-myo-inositol (638203-33-5)

Guidance literature:

With pyridine; In dichloromethane; at -78 ℃;

DOI:10.1055/s-2003-40339

Reference yield: 80.0%

→ 3,4,5,6-tetra-O-benzyl-1-O-trifluoromethanesulfonyl-L-myo-inositol (638203-33-5)

Guidance literature:

Reference yield:

2,3-O-(D-1,7,7-trimethylbicyclo[2.2.1]hept-6-ylidene)-D-myo-inositol (331679-26-6) → 3,4,5,6-tetra-O-benzyl-1-O-trifluoromethanesulfonyl-L-myo-inositol (638203-33-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / NaH / dimethylformamide / -20 °C

2: 80 percent / CH₃COOH

3: 100 percent / pyridine / CH₂Cl₂ / -78 °C

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

DOI:10.1055/s-2003-40339

upstream raw materials:

trifluoromethylsulfonic anhydride

1,4,5,6-tetra-O-benzyl-myo-inositol

2,3-O-(D-1,7,7-trimethylbicyclo[2.2.1]hept-6-ylidene)-D-myo-inositol

C₄₄H₅₀O₆

Downstream raw materials:

2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranosyl-β-(1->1)-6-O-allyl-2,3,4,5-tetra-O-benzyl-L-chiro-inositol

(1S,2R,3S,4R,5S,6R)-2-((2S,3R,4R,5S,6R)-3-Azido-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,4,5,6-tetrakis-benzyloxy-cyclohexanol

Acetic acid (1R,2S,3R,4S,5R,6S)-2-allyloxy-3,4,5,6-tetrakis-benzyloxy-cyclohexyl ester

Acetic acid (1R,2S,3R,4S,5R,6S)-2,3,4,5-tetrakis-benzyloxy-6-hydroxy-cyclohexyl ester