<(2R^*,5R^*)-2,5-Bis-<<(tert-butyl)dimethylsilyl>oxy>cyclohex-3-enyl>methyl acetate

Base Information

• Chemical Name: <(2R^*,5R^*)-2,5-Bis-<<(tert-butyl)dimethylsilyl>oxy>cyclohex-3-enyl>methyl acetate
• CAS No.: 140404-29-1
• Molecular Formula: C₂₁H₄₂O₄Si₂
• Molecular Weight: 414.733

Synonyms:<(2R^*,5R^*)-2,5-Bis-<<(tert-butyl)dimethylsilyl>oxy>cyclohex-3-enyl>methyl acetate

Chemical Property of <(2R^*,5R^*)-2,5-Bis-<<(tert-butyl)dimethylsilyl>oxy>cyclohex-3-enyl>methyl acetate

Chemical Property:

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Technology Process of <(2R^*,5R^*)-2,5-Bis-<<(tert-butyl)dimethylsilyl>oxy>cyclohex-3-enyl>methyl acetate

There total 3 articles about <(2R^*,5R^*)-2,5-Bis-<<(tert-butyl)dimethylsilyl>oxy>cyclohex-3-enyl>methyl acetate 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: 89.0%

acetic anhydride (108-24-7) + (2R*,5R*)-2,5-Bis-<<(tert-butyl)dimethylsilyl>oxy>cyclohex-3-ene-1-methanol (140404-28-0) → <(2R*,5R*)-2,5-Bis-<<(tert-butyl)dimethylsilyl>oxy>cyclohex-3-enyl>methyl acetate (140404-29-1)

Guidance literature:

With pyridine; 4-pyrrolidin-1-ylpyridine; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1002/hlca.19920750123

Reference yield:

trans-1,4-di-tert-butyldimethylsilyloxy-but-2-ene (162369-35-9) → <(2R*,5R*)-2,5-Bis-<<(tert-butyl)dimethylsilyl>oxy>cyclohex-3-enyl>methyl acetate (140404-29-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / hydroquinone / 96 h / 50 °C

2: 90 percent / NaBH₄ / ethanol / 1 h / Ambient temperature

3: 89 percent / pyridine, 4-(pyrrolidin-1-yl)pyridine / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; sodium tetrahydroborate; 4-pyrrolidin-1-ylpyridine; hydroquinone; In ethanol; dichloromethane;

DOI:10.1002/hlca.19920750123

Reference yield:

(2R*,5R*)-2,5-Bis-<<(tert-butyl)dimethylsilyl>oxy>cyclohex-3-ene-1-carbaldehyde (140404-26-8,140404-27-9) → <(2R*,5R*)-2,5-Bis-<<(tert-butyl)dimethylsilyl>oxy>cyclohex-3-enyl>methyl acetate (140404-29-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / NaBH₄ / ethanol / 1 h / Ambient temperature

2: 89 percent / pyridine, 4-(pyrrolidin-1-yl)pyridine / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; sodium tetrahydroborate; 4-pyrrolidin-1-ylpyridine; In ethanol; dichloromethane;

DOI:10.1002/hlca.19920750123

upstream raw materials:

acetic anhydride

(2R^*,5R^*)-2,5-Bis-<<(tert-butyl)dimethylsilyl>oxy>cyclohex-3-ene-1-methanol

trans-1,4-di-tert-butyldimethylsilyloxy-but-2-ene

(2R^*,5R^*)-2,5-Bis-<<(tert-butyl)dimethylsilyl>oxy>cyclohex-3-ene-1-carbaldehyde

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