(1S,2S,3S,4S)-phenyl-2-(2-ethoxy-2-oxoethyl)-1,3-dimethyl-4-(triisopropylsilyloxy)cyclohexanecarboxylate

Base Information

• Chemical Name: (1S,2S,3S,4S)-phenyl-2-(2-ethoxy-2-oxoethyl)-1,3-dimethyl-4-(triisopropylsilyloxy)cyclohexanecarboxylate
• CAS No.: 1549824-53-4
• Molecular Formula: C₂₈H₄₆O₅Si
• Molecular Weight: 490.756
• Mol file: 1549824-53-4.mol

Synonyms:(1S,2S,3S,4S)-phenyl-2-(2-ethoxy-2-oxoethyl)-1,3-dimethyl-4-(triisopropylsilyloxy)cyclohexanecarboxylate

Chemical Property of (1S,2S,3S,4S)-phenyl-2-(2-ethoxy-2-oxoethyl)-1,3-dimethyl-4-(triisopropylsilyloxy)cyclohexanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S,3S,4S)-phenyl-2-(2-ethoxy-2-oxoethyl)-1,3-dimethyl-4-(triisopropylsilyloxy)cyclohexanecarboxylate

There total 16 articles about (1S,2S,3S,4S)-phenyl-2-(2-ethoxy-2-oxoethyl)-1,3-dimethyl-4-(triisopropylsilyloxy)cyclohexanecarboxylate 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: 78.0%

(4S,5S,Z)-1-ethyl-9-phenyl-4-methyl-8-methylene-5-(triisopropylsilyloxy)non-2-enedioate (1549824-43-2) → (1S,2S,3S,4S)-phenyl-2-(2-ethoxy-2-oxoethyl)-1,3-dimethyl-4-(triisopropylsilyloxy)cyclohexanecarboxylate (1549824-53-4)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; L-Selectride; In tetrahydrofuran; at -78 ℃; for 2h; Temperature; Solvent; Reagent/catalyst; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.12.110

Reference yield: 78.0%

C28H44O5Si → (1S,2S,3S,4S)-phenyl-2-(2-ethoxy-2-oxoethyl)-1,3-dimethyl-4-(triisopropylsilyloxy)cyclohexanecarboxylate (1549824-53-4)

Guidance literature:

With L-Selectride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 ℃; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2014.01.071

Reference yield: 50.0%

(4S,5S,E)-1-ethyl-9-phenyl-4-methyl-8-methylene-5-(triisopropylsilyloxy)non-2-enedioate (1549824-41-0) → (1R,2R,3S,4S)-phenyl-2-(2-ethoxy-2-oxoethyl)-1,3-dimethyl-4-(triisopropylsilyloxy)cyclohexanecarboxylate (1549824-47-6) + (1S,2S,3S,4S)-phenyl-2-(2-ethoxy-2-oxoethyl)-1,3-dimethyl-4-(triisopropylsilyloxy)cyclohexanecarboxylate (1549824-53-4)

Guidance literature:

With L-Selectride; In tetrahydrofuran; at -78 ℃; for 2h; Solvent; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.12.110

upstream raw materials:

(2R,3S)-methyl 6-iodo-2-methyl-3-(triisopropylsilyloxy)hept-6-enoate

C₉H₁₅IO₃

(2R,3S)-6-iodo-2-methyl-3-(triisopropylsilyloxy)hept-6-enal

(4S,5S,Z)-ethyl 8-iodo-4-methyl-5-(triisopropylsilyloxy)nona-2,8-dienoate

Downstream raw materials:

C₂₀H₄₂O₃Si

(1S,2S,3S,4S)-3-(2-hydroxyethyl)-4-(hydroxymethyl)-2,4-dimethylcyclohexanol

ethyl 2-((1S,2S,5S,6S)-2-formyl-2,6-dimethyl-5-((triisopropylsilyl)oxy)cyclohexyl)acetate

ethyl 2-{(1S,2R,5S,6S)-2-[(E)-6-iodo-3-oxohepta-1,6-dien-1-yl]-2,6-dimethyl-5-triisopropylsilyloxycyclohexyl}acetate