2-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-yl]-ethanol

Base Information

• Chemical Name: 2-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-yl]-ethanol
• CAS No.: 876173-68-1
• Molecular Formula: C₂₆H₃₆O₅Si
• Molecular Weight: 456.654
• Mol file: 876173-68-1.mol

Synonyms:2-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-yl]-ethanol

Chemical Property of 2-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-yl]-ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-yl]-ethanol

There total 7 articles about 2-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-yl]-ethanol 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%

[(2S,3S,3aR,5S,6aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-yl]-acetaldehyde (876173-63-6) → 2-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-yl]-ethanol (876173-68-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 25 ℃; for 0.333333h;

DOI:10.1002/chem.200500513

Reference yield:

3-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-isobenzofuran-1,5,6-triol → 2-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-yl]-ethanol (876173-68-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 8.9 g / Pb(OAc)4 / CH₂Cl₂ / 0.25 h / 0 °C

2: 38.5 percent / Amberlyst 15; 3 Angstroem molecular sieves / diethyl ether / 10 h / 25 °C

3: 100 percent / NaBH₄ / methanol / 0.33 h / 25 °C

With lead(IV) acetate; sodium tetrahydroborate; Amberlyst 15; 3 A molecular sieve; In methanol; diethyl ether; dichloromethane;

DOI:10.1002/chem.200500513

Reference yield:

(5S)-5-(tert-butyldiphenylsiloxymethyl)-2(5H)-furanone (99315-76-1) → 2-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-yl]-ethanol (876173-68-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 85 percent / AlCl₃ / CH₂Cl₂ / 144 h / 60 °C

2: 98 percent / DIBAL-H / CH₂Cl₂; toluene / 0.5 h / -78 °C

3: aq. OsO₄; NMO / acetone; 2-methyl-propan-2-ol / 10 h / 25 °C

4: 8.9 g / Pb(OAc)4 / CH₂Cl₂ / 0.25 h / 0 °C

5: 38.5 percent / Amberlyst 15; 3 Angstroem molecular sieves / diethyl ether / 10 h / 25 °C

6: 100 percent / NaBH₄ / methanol / 0.33 h / 25 °C

With lead(IV) acetate; sodium tetrahydroborate; osmium(VIII) oxide; aluminium trichloride; N-methyl-2-indolinone; Amberlyst 15; 3 A molecular sieve; diisobutylaluminium hydride; In methanol; diethyl ether; dichloromethane; acetone; toluene; tert-butyl alcohol; 1: Diels-Alder reaction;

DOI:10.1002/chem.200500513

upstream raw materials:

[(2S,3S,3aR,5S,6aR)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-yl]-acetaldehyde

(5S)-5-(tert-butyldiphenylsiloxymethyl)-2(5H)-furanone

(+)-(1R,6S,7S)-7-diphenyl-t-butylsiloxymethyl-8-oxabicyclo-<4.3.0>non-3-en-9-one

tert-butylchlorodiphenylsilane

Downstream raw materials:

2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-carbaldehyde

tert-butyl-(5-methoxy-3-vinyl-hexahydro-furo[2,3-b]furan-2-ylmethoxy)-diphenyl-silane

tert-butyl-[5-methoxy-3-(2-phenylselanyl-ethyl)-hexahydro-furo[2,3-b]furan-2-ylmethoxy]-diphenyl-silane

[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-yl]-(4,4,7a-trimethyl-3a,4,5,6,7,7a-hexahydro-3H-inden-1-yl)-methanone