Trifluoro-methanesulfonic acid (4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl ester

Base Information

• Chemical Name: Trifluoro-methanesulfonic acid (4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl ester
• CAS No.: 112497-23-1
• Molecular Formula: C₂₆H₃₅F₃O₆SSi
• Molecular Weight: 560.707
• Mol file: 112497-23-1.mol

Synonyms:Trifluoro-methanesulfonic acid (4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl ester

Chemical Property of Trifluoro-methanesulfonic acid (4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Trifluoro-methanesulfonic acid (4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl ester

There total 9 articles about Trifluoro-methanesulfonic acid (4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl ester 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:

(4S,6S)-6-<(benzyloxy)methyl>-4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxacyclohexane (112497-21-9) → Trifluoro-methanesulfonic acid (4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl ester (112497-23-1)

Guidance literature:

Multi-step reaction with 3 steps

1: imidazole / dimethylformamide

2: H₂ / Pd/C / aq. ethanol

3: pyridine / CH₂Cl₂

With pyridine; 1H-imidazole; hydrogen; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)80992-8

Reference yield:

(4S,6R)-4-Benzyloxymethyl-2,2-dimethyl-6-vinyl-[1,3]dioxane (112497-20-8) → Trifluoro-methanesulfonic acid (4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl ester (112497-23-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) 9-BBN, 2) H₂O₂, NaOH / 1) THF, 25 deg C

2: imidazole / dimethylformamide

3: H₂ / Pd/C / aq. ethanol

4: pyridine / CH₂Cl₂

With pyridine; 1H-imidazole; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; hydrogen; dihydrogen peroxide; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(01)80992-8

Reference yield:

(1S,3S)-4-Benzyloxy-1-[1,3]dithian-2-yl-butane-1,3-diol → Trifluoro-methanesulfonic acid (4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl ester (112497-23-1)

Guidance literature:

Multi-step reaction with 8 steps

1: CSA / CH₂Cl₂

2: 75 percent / Ce(NH₄)2(NO₃)6 / acetonitrile; H₂O

3: 80 percent / K₂CO₃ / methanol

4: 80 percent / n-BuLi / tetrahydrofuran / -78 °C

5: 1) 9-BBN, 2) H₂O₂, NaOH / 1) THF, 25 deg C

6: imidazole / dimethylformamide

7: H₂ / Pd/C / aq. ethanol

8: pyridine / CH₂Cl₂

With pyridine; 1H-imidazole; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; ammonium cerium(IV) nitrate; camphor-10-sulfonic acid; hydrogen; dihydrogen peroxide; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/S0040-4039(01)80992-8

upstream raw materials:

trifluoromethylsulfonic anhydride

((4S,6S)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-2,2-dimethyl-1,3-dioxan-4-yl)methanol

(4S,6S)-6-<(benzyloxy)methyl>-4-(2-hydroxyethyl)-2,2-dimethyl-1,3-dioxacyclohexane

(4S,6R)-4-Benzyloxymethyl-2,2-dimethyl-6-vinyl-[1,3]dioxane

Downstream raw materials:

(S)-((4R,6S)-6-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-(2-{(4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl}-[1,3]dithian-2-yl)-methanol