2,2-bis-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-[1,3]dithiane

Base Information

• Chemical Name: 2,2-bis-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-[1,3]dithiane
• CAS No.: 290815-55-3
• Molecular Formula: C₃₈H₆₄O₆S₂Si₂
• Molecular Weight: 737.226
• Mol file: 290815-55-3.mol

Synonyms:2,2-bis-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-[1,3]dithiane

Chemical Property of 2,2-bis-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-[1,3]dithiane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-bis-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-[1,3]dithiane

There total 1 articles about 2,2-bis-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-[1,3]dithiane 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: 87.0%

tert-butyl(1,3-dithian-2-yl)dimethylsilane (95452-06-5) + (R)-2-(((4-methoxybenzyl)oxy)methyl)oxirane (80910-01-6,108836-41-5,144069-33-0,134733-19-0) + tert-butyldimethylsilyl chloride (18162-48-6) → 2,2-bis-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-[1,3]dithiane (290815-55-3)

Guidance literature:

tert-butyl(1,3-dithian-2-yl)dimethylsilane; With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

(R)-2-(((4-methoxybenzyl)oxy)methyl)oxirane; In tetrahydrofuran; at -78 - 0 ℃; for 1.5h;

tert-butyldimethylsilyl chloride; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;

DOI:10.1021/ol005850y

Reference yield: 86.0%

2,2-bis-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-[1,3]dithiane (290815-55-3) → (2R,6R)-2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-1,7-bis-(4-methoxy-benzyloxy)-heptan-4-one (290815-54-2)

Guidance literature:

With mercury(I) perchlorate; water; calcium carbonate; In tetrahydrofuran; at 0 ℃; for 0.3h;

DOI:10.1021/ol005850y

Reference yield:

2,2-bis-[2-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-propyl]-[1,3]dithiane (290815-55-3) → (E)-(R)-3-[(R)-1-(1,4-Dioxa-spiro[4.5]dec-2-yl)methyl]-6-(4-methoxy-benzyloxy)-hex-2-ene-1,5-diol (290815-64-4)

Guidance literature:

Multi-step reaction with 10 steps

1: 86 percent / Hg(ClO₄)*xH₂O; CaCO₃; H₂O / tetrahydrofuran / 0.3 h / 0 °C

2: 80 percent / tetrahydrofuran / 0.3 h / 0 °C

3: 76 percent / OsO₄; NaIO₄ / tetrahydrofuran; H₂O

4: 80 percent / TFAA; DMAP; Et₃N / CH₂Cl₂ / 16 h / 45 °C

5: 90 percent / i-Bu₂AlH / CH₂Cl₂ / 5 h / -78 °C

6: 90 percent / TBAF / tetrahydrofuran / 8 h / 20 °C

7: MnO₂ / CHCl₃ / 24 h / 20 °C

8: 90 percent / p-TsOH / ethyl acetate / 6 h

9: 88 percent / PPTS / CH₂Cl₂ / 8 h / 20 °C

10: 87 percent / NaBH₄; CeCl₃*7H₂O / methanol / 1.5 h / 0 °C

With dmap; manganese(IV) oxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; cerium(III) chloride; mercury(I) perchlorate; tetrabutyl ammonium fluoride; water; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; trifluoroacetic anhydride; calcium carbonate; In tetrahydrofuran; methanol; dichloromethane; chloroform; water; ethyl acetate; 1: Hydrolysis / 2: Addition / 3: Oxidation / 4: Dehydration / 5: Reduction / 6: Substitution / 7: Oxidation / 8: Condensation / 9: Etherification / 10: Reduction;

DOI:10.1021/ol005850y

upstream raw materials:

tert-butyl(1,3-dithian-2-yl)dimethylsilane

(R)-2-(((4-methoxybenzyl)oxy)methyl)oxirane

tert-butyldimethylsilyl chloride

Downstream raw materials:

(2R,6R)-2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-1,7-bis-(4-methoxy-benzyloxy)-heptan-4-one

(R)-4-[(R)-1-(1,4-Dioxa-spiro[4.5]dec-2-yl)methyl]-6-(4-methoxy-benzyloxymethyl)-5,6-dihydro-pyran-2-one

(R)-4-[(R)-2-Hydroxy-3-(4-methoxy-benzyloxy)-propyl]-6-(4-methoxy-benzyloxymethyl)-5,6-dihydro-pyran-2-one

(E)-(R)-3-[(R)-1-(1,4-Dioxa-spiro[4.5]dec-2-yl)methyl]-6-(4-methoxy-benzyloxy)-hex-2-ene-1,5-diol