(S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[1,3]dithian-2-yl-3-(tetrahydro-pyran-2-yloxy)-pentan-1-ol

Base Information

• Chemical Name: (S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[1,3]dithian-2-yl-3-(tetrahydro-pyran-2-yloxy)-pentan-1-ol
• CAS No.: 127723-90-4
• Molecular Formula: C₃₀H₄₄O₄S₂Si
• Molecular Weight: 560.894

Synonyms:(S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[1,3]dithian-2-yl-3-(tetrahydro-pyran-2-yloxy)-pentan-1-ol

Chemical Property of (S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[1,3]dithian-2-yl-3-(tetrahydro-pyran-2-yloxy)-pentan-1-ol

Chemical Property:

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Technology Process of (S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[1,3]dithian-2-yl-3-(tetrahydro-pyran-2-yloxy)-pentan-1-ol

There total 3 articles about (S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[1,3]dithian-2-yl-3-(tetrahydro-pyran-2-yloxy)-pentan-1-ol 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: 97.0%

1,3 dithiane (505-23-7) + (S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(tetrahydro-pyran-2-yloxy)-pentanal (127723-81-3) → (S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[1,3]dithian-2-yl-3-(tetrahydro-pyran-2-yloxy)-pentan-1-ol (127723-90-4)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(01)89012-2

Reference yield:

(2S)-O-(tert-butyldiphenylsilyl)-1,2-epoxybutan-4-ol (125975-53-3,147220-48-2,116996-54-4) → (S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[1,3]dithian-2-yl-3-(tetrahydro-pyran-2-yloxy)-pentan-1-ol (127723-90-4)

Guidance literature:

Multi-step reaction with 2 steps

2: 97 percent / n-BuLi / tetrahydrofuran / -78 °C

With n-butyllithium; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)89012-2

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-[1,3]dithian-2-yl-3-(tetrahydro-pyran-2-yloxy)-pentan-1-ol (127723-90-4)

Guidance literature:

Multi-step reaction with 3 steps

3: 97 percent / n-BuLi / tetrahydrofuran / -78 °C

With n-butyllithium; In tetrahydrofuran;

DOI:10.1016/S0040-4039(01)89012-2

upstream raw materials:

1,3 dithiane

(S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(tetrahydro-pyran-2-yloxy)-pentanal

(2S)-O-(tert-butyldiphenylsilyl)-1,2-epoxybutan-4-ol

tert-butylchlorodiphenylsilane

Downstream raw materials:

[(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-{(4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-methanone

[(R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-{(S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-methanone

(2-{(4S,6S)-6-[(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethoxy)-tert-butyl-diphenyl-silane

Dithiocarbonic acid O-([(4R,6R)-6-(2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-{(4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-methyl) ester S-methyl ester

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