(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

Base Information

• Chemical Name: (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
• CAS No.: 112497-24-2
• Molecular Formula: C₄₄H₆₂O₇S₂Si
• Molecular Weight: 795.19
• Mol file: 112497-24-2.mol

Synonyms:(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

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 18 articles about (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 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%

Trifluoro-methanesulfonic acid (4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl ester (112497-23-1) + (S)-((4R,6S)-6-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-[1,3]dithian-2-yl-methanol (112497-19-5) → (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 (112497-24-2)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; at -78 - 25 ℃;

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

Reference yield:

(4S,6S)-4-Benzyloxymethyl-6-[1,3]dithian-2-yl-2,2-dimethyl-[1,3]dioxane (112497-16-2) → (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 (112497-24-2)

Guidance literature:

Multi-step reaction with 8 steps

1: 75 percent / Ce(NH₄)2(NO₃)6 / acetonitrile; H₂O

2: 80 percent / K₂CO₃ / methanol

3: 80 percent / n-BuLi / tetrahydrofuran / -78 °C

4: 1) 9-BBN, 2) H₂O₂, NaOH / 1) THF, 25 deg C

5: imidazole / dimethylformamide

6: H₂ / Pd/C / aq. ethanol

7: pyridine / CH₂Cl₂

8: 50 percent / n-BuLi, HMPA / tetrahydrofuran / -78 - 25 °C

With pyridine; 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; ammonium cerium(IV) nitrate; 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

Reference yield:

(1S,3S)-4-Benzyloxy-1-[1,3]dithian-2-yl-butane-1,3-diol → (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 (112497-24-2)

Guidance literature:

Multi-step reaction with 9 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

9: 50 percent / n-BuLi, HMPA / tetrahydrofuran / -78 - 25 °C

With pyridine; 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; 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:

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

(S)-((4R,6S)-6-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-[1,3]dithian-2-yl-methanol

benzyloxyacetic acid

(S)-benzyl glycidyl ether