(3aR,4S,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-ol

Base Information

• Chemical Name: (3aR,4S,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-ol
• CAS No.: 872624-43-6
• Molecular Formula: C₂₄H₃₂O₄Si
• Molecular Weight: 412.601
• Mol file: 872624-43-6.mol

Synonyms:(3aR,4S,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-ol

Chemical Property of (3aR,4S,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,4S,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-ol

There total 4 articles about (3aR,4S,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-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:

Acetic acid (1S,4R)-4-(tert-butyl-diphenyl-silanyloxy)-cyclopent-2-enyl ester (872624-44-7) → (3aR,4S,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-ol (872624-43-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / OsO₄; NMO / tetrahydrofuran; H₂O; acetone / 20 °C

2: 94 percent / H(+) / acetone / 20 °C

3: 92 percent / NH₃ / methanol / 100 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; ammonia; hydrogen cation; In tetrahydrofuran; methanol; water; acetone;

DOI:10.1016/j.tetlet.2005.10.064

Reference yield:

Acetic acid (1S,2S,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-2,3-dihydroxy-cyclopentyl ester (872624-45-8) → (3aR,4S,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-ol (872624-43-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / H(+) / acetone / 20 °C

2: 92 percent / NH₃ / methanol / 100 °C

With ammonia; hydrogen cation; In methanol; acetone;

DOI:10.1016/j.tetlet.2005.10.064

Reference yield:

(1S,4R)-4-hydroxy-2-cyclopentenyl acetate (60176-77-4) → (3aR,4S,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-ol (872624-43-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / imidazole / dimethylformamide / 20 °C

2: 90 percent / OsO₄; NMO / tetrahydrofuran; H₂O; acetone / 20 °C

3: 94 percent / H(+) / acetone / 20 °C

4: 92 percent / NH₃ / methanol / 100 °C

With 1H-imidazole; osmium(VIII) oxide; N-methyl-2-indolinone; ammonia; hydrogen cation; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.tetlet.2005.10.064

upstream raw materials:

Acetic acid (1S,4R)-4-(tert-butyl-diphenyl-silanyloxy)-cyclopent-2-enyl ester

Acetic acid (1S,2S,3R,4R)-4-(tert-butyl-diphenyl-silanyloxy)-2,3-dihydroxy-cyclopentyl ester

(1S,4R)-4-hydroxy-2-cyclopentenyl acetate

tert-butylchlorodiphenylsilane

Downstream raw materials:

(3aS,6R,6aR)-6-(tert-Butyl-diphenyl-silanyloxy)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-one