(+/-)-2-tert-butyldimethylsilyloxy-5-methoxymethoxymethyl-5-(2-propenyl)cyclohexa-1,3-diene

Base Information

• Chemical Name: (+/-)-2-tert-butyldimethylsilyloxy-5-methoxymethoxymethyl-5-(2-propenyl)cyclohexa-1,3-diene
• CAS No.: 436145-98-1
• Molecular Formula: C₁₈H₃₂O₃Si
• Molecular Weight: 324.536

Synonyms:(+/-)-2-tert-butyldimethylsilyloxy-5-methoxymethoxymethyl-5-(2-propenyl)cyclohexa-1,3-diene

Chemical Property of (+/-)-2-tert-butyldimethylsilyloxy-5-methoxymethoxymethyl-5-(2-propenyl)cyclohexa-1,3-diene

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Technology Process of (+/-)-2-tert-butyldimethylsilyloxy-5-methoxymethoxymethyl-5-(2-propenyl)cyclohexa-1,3-diene

There total 1 articles about (+/-)-2-tert-butyldimethylsilyloxy-5-methoxymethoxymethyl-5-(2-propenyl)cyclohexa-1,3-diene 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: 91.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (+/-)-4-methoxymethoxymethyl-4-(2-propenyl)cyclohex-2-en-1-one (436145-97-0) → (+/-)-2-tert-butyldimethylsilyloxy-5-methoxymethoxymethyl-5-(2-propenyl)cyclohexa-1,3-diene (436145-98-1)

Guidance literature:

(+/-)-4-methoxymethoxymethyl-4-(2-propenyl)cyclohex-2-en-1-one; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

tert-butyldimethylsilyl chloride; With N,N,N,N,N,N-hexamethylphosphoric triamide; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/ol034027+

Reference yield: 80.0%

(+/-)-2-tert-butyldimethylsilyloxy-5-methoxymethoxymethyl-5-(2-propenyl)cyclohexa-1,3-diene (436145-98-1) → (+/-)-4-methoxymethoxymethyl-4-(2-propenyl)cyclohexa-2,5-dien-1-one + (+/-)-7-methyl-5-methoxymethoxymethyl-cis-bicyclo[3.2.1]oct-3,6-dien-2-one + (+/-)-7-methylidene-5-methoxymethoxymethyl-cis-bicyclo[3.2.1]oct-3-en-2-one

Guidance literature:

With palladium diacetate; oxygen; In dimethyl sulfoxide; at 45 ℃; under 760.051 Torr;

DOI:10.1021/jo011169d

upstream raw materials:

tert-butyldimethylsilyl chloride

(+/-)-4-methoxymethoxymethyl-4-(2-propenyl)cyclohex-2-en-1-one

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