(1R,3R,5R)-1-hydroxy-3-tert-butylcarbonyloxy-5-(tert-butyldimethylsilanyloxy)-cyclohexane

Base Information

Chemical Name:(1R,3R,5R)-1-hydroxy-3-tert-butylcarbonyloxy-5-(tert-butyldimethylsilanyloxy)-cyclohexane
CAS No.:332097-63-9
Molecular Formula:C₁₇H₃₄O₄Si
Molecular Weight:330.54
Hs Code.:

Synonyms:(1R,3R,5R)-1-hydroxy-3-tert-butylcarbonyloxy-5-(tert-butyldimethylsilanyloxy)-cyclohexane

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Chemical Property of (1R,3R,5R)-1-hydroxy-3-tert-butylcarbonyloxy-5-(tert-butyldimethylsilanyloxy)-cyclohexane

Chemical Property:

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Technology Process of (1R,3R,5R)-1-hydroxy-3-tert-butylcarbonyloxy-5-(tert-butyldimethylsilanyloxy)-cyclohexane

There total 5 articles about (1R,3R,5R)-1-hydroxy-3-tert-butylcarbonyloxy-5-(tert-butyldimethylsilanyloxy)-cyclohexane 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: 98.0%

: 332097-62-8
(1R,3R,5R)-1-acetoxy-3-tert-butylcarbonyloxy-5-(tert-butyldimethylsilanyloxy)-cyclohexane

: 332097-63-9
(1R,3R,5R)-1-hydroxy-3-tert-butylcarbonyloxy-5-(tert-butyldimethylsilanyloxy)-cyclohexane

Guidance literature:: With potassium carbonate; In methanol; water; at 22 ℃; for 7h;
DOI:10.1016/S0040-4020(00)01035-8

Reference yield:

: 50409-12-6,13314-30-2
cis,cis-1,3,5-trihydroxycyclohexane

: 332097-63-9
(1R,3R,5R)-1-hydroxy-3-tert-butylcarbonyloxy-5-(tert-butyldimethylsilanyloxy)-cyclohexane

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / Et₃N; NaH / tetrahydrofuran / 2.5 h / 22 - 45 °C

2: 99 percent / Lipase QL / ethyl acetate / 46 h / 22 °C

3: 93 percent / PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 2 h / 0 °C

4: 98 percent / K₂CO₃ / methanol; H₂O / 7 h / 22 °C

With Lipase QL; di-isopropyl azodicarboxylate; sodium hydride; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; water; ethyl acetate; 3: Mitsunobu reaction;
DOI:10.1016/S0040-4020(00)01035-8

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 332097-63-9
(1R,3R,5R)-1-hydroxy-3-tert-butylcarbonyloxy-5-(tert-butyldimethylsilanyloxy)-cyclohexane

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / Et₃N; NaH / tetrahydrofuran / 2.5 h / 22 - 45 °C

2: 99 percent / Lipase QL / ethyl acetate / 46 h / 22 °C

3: 93 percent / PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 2 h / 0 °C

4: 98 percent / K₂CO₃ / methanol; H₂O / 7 h / 22 °C

With Lipase QL; di-isopropyl azodicarboxylate; sodium hydride; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; water; ethyl acetate; 3: Mitsunobu reaction;
DOI:10.1016/S0040-4020(00)01035-8