[(2S,5S,2'R,5'S,2''S,5''S)-5''-(tert-Butyl-diphenyl-silanyloxymethyl)-dodecahydro-[2,2';5',2'']terfuran-5-yl]-methanol

Base Information

• Chemical Name: [(2S,5S,2'R,5'S,2''S,5''S)-5''-(tert-Butyl-diphenyl-silanyloxymethyl)-dodecahydro-[2,2';5',2'']terfuran-5-yl]-methanol
• CAS No.: 163060-81-9
• Molecular Formula: C₃₀H₄₂O₅Si
• Molecular Weight: 510.746

Synonyms:[(2S,5S,2'R,5'S,2''S,5''S)-5''-(tert-Butyl-diphenyl-silanyloxymethyl)-dodecahydro-[2,2';5',2'']terfuran-5-yl]-methanol

Chemical Property of [(2S,5S,2'R,5'S,2''S,5''S)-5''-(tert-Butyl-diphenyl-silanyloxymethyl)-dodecahydro-[2,2';5',2'']terfuran-5-yl]-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of [(2S,5S,2'R,5'S,2''S,5''S)-5''-(tert-Butyl-diphenyl-silanyloxymethyl)-dodecahydro-[2,2';5',2'']terfuran-5-yl]-methanol

There total 4 articles about [(2S,5S,2'R,5'S,2''S,5''S)-5''-(tert-Butyl-diphenyl-silanyloxymethyl)-dodecahydro-[2,2';5',2'']terfuran-5-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: 70.0%

Toluene-4-sulfonic acid (1R,4S)-1-[(2S,5R,2'S,5'S)-5'-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-4,5-dihydroxy-pentyl ester (163002-17-3) → [(2S,5S,2'R,5'S,2''S,5''S)-5''-(tert-Butyl-diphenyl-silanyloxymethyl)-dodecahydro-[2,2';5',2'']terfuran-5-yl]-methanol (163060-81-9)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 30 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)78360-2

Reference yield:

(R)-1-[(2S,5R,2'S,5'S)-5'-(tert-Butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propan-1-ol → [(2S,5S,2'R,5'S,2''S,5''S)-5''-(tert-Butyl-diphenyl-silanyloxymethyl)-dodecahydro-[2,2';5',2'']terfuran-5-yl]-methanol (163060-81-9)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 0 °C

2: AcOH / H₂O; tetrahydrofuran

3: 70 percent / NaH / tetrahydrofuran / 0.5 h / 30 °C

With pyridine; sodium hydride; acetic acid; In tetrahydrofuran; water;

DOI:10.1016/S0040-4039(00)78360-2

Reference yield:

Toluene-4-sulfonic acid (R)-1-[(2S,5R,2'S,5'S)-5'-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-3-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-propyl ester → [(2S,5S,2'R,5'S,2''S,5''S)-5''-(tert-Butyl-diphenyl-silanyloxymethyl)-dodecahydro-[2,2';5',2'']terfuran-5-yl]-methanol (163060-81-9)

Guidance literature:

Multi-step reaction with 2 steps

1: AcOH / H₂O; tetrahydrofuran

2: 70 percent / NaH / tetrahydrofuran / 0.5 h / 30 °C

With sodium hydride; acetic acid; In tetrahydrofuran; water;

DOI:10.1016/S0040-4039(00)78360-2

upstream raw materials:

Toluene-4-sulfonic acid (1R,4S)-1-[(2S,5R,2'S,5'S)-5'-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-4,5-dihydroxy-pentyl ester

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