(2Z,6E)-3-<<(tert-butyl)dimethylsiloxy>methyl>-7-methyl-9-(2',6',6'-trimethylcyclohex-1'-enyl)nona-2,6-dien-1-ol

Base Information

Chemical Name:(2Z,6E)-3-<<(tert-butyl)dimethylsiloxy>methyl>-7-methyl-9-(2',6',6'-trimethylcyclohex-1'-enyl)nona-2,6-dien-1-ol
CAS No.:158322-17-9
Molecular Formula:C₂₆H₄₈O₂Si
Molecular Weight:420.751
Hs Code.:

Synonyms:(2Z,6E)-3-<<(tert-butyl)dimethylsiloxy>methyl>-7-methyl-9-(2',6',6'-trimethylcyclohex-1'-enyl)nona-2,6-dien-1-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2Z,6E)-3-<<(tert-butyl)dimethylsiloxy>methyl>-7-methyl-9-(2',6',6'-trimethylcyclohex-1'-enyl)nona-2,6-dien-1-ol

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Technology Process of (2Z,6E)-3-<<(tert-butyl)dimethylsiloxy>methyl>-7-methyl-9-(2',6',6'-trimethylcyclohex-1'-enyl)nona-2,6-dien-1-ol

There total 6 articles about (2Z,6E)-3-<<(tert-butyl)dimethylsiloxy>methyl>-7-methyl-9-(2',6',6'-trimethylcyclohex-1'-enyl)nona-2,6-dien-1-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:

: 158322-16-8
ethyl (2Z,6E)-3-<<(tert-butyl)dimethylsiloxy>methyl>-7-methyl-9-(2',6',6'-trimethylcyclohex-1'-enyl)nona-2,6-dienoate

: 158322-17-9
(2Z,6E)-3-<<(tert-butyl)dimethylsiloxy>methyl>-7-methyl-9-(2',6',6'-trimethylcyclohex-1'-enyl)nona-2,6-dien-1-ol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran;
DOI:10.1002/hlca.19940770309

Reference yield:

: 4179-00-4
Methyl (E)-3-methyl-5-(2,6,6-trimethylcyclohexen-1-yl)-2-pentenoate

: 158322-17-9
(2Z,6E)-3-<<(tert-butyl)dimethylsiloxy>methyl>-7-methyl-9-(2',6',6'-trimethylcyclohex-1'-enyl)nona-2,6-dien-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 83.4 percent / 1 M DIBAH / tetrahydrofuran / -78 deg C, 2 h; to -10 deg C, 4 h

2: 97.8 percent / CBr₄, Ph₃P / CH₂Cl₂ / 2 h / -60 °C

3: (i-Pr)2NLi / hexamethylphosphoric acid triamide; tetrahydrofuran / 1 h, -65 to -50 deg C; to RT, 5 h

4: Cu(OAc)2*H₂O / H₂O; tetrahydrofuran / 2 h / Ambient temperature

5: 580 mg / 80 percent NaH / paraffin; tetrahydrofuran / 20 h

6: 1 M DIBAH / tetrahydrofuran

With copper diacetate; carbon tetrabromide; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; paraffin;
DOI:10.1002/hlca.19940770309

Reference yield:

: 18665-81-1
(E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-en-1'-yl)pent-2-en-1-ol

: 158322-17-9
(2Z,6E)-3-<<(tert-butyl)dimethylsiloxy>methyl>-7-methyl-9-(2',6',6'-trimethylcyclohex-1'-enyl)nona-2,6-dien-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 97.8 percent / CBr₄, Ph₃P / CH₂Cl₂ / 2 h / -60 °C

2: (i-Pr)2NLi / hexamethylphosphoric acid triamide; tetrahydrofuran / 1 h, -65 to -50 deg C; to RT, 5 h

3: Cu(OAc)2*H₂O / H₂O; tetrahydrofuran / 2 h / Ambient temperature

4: 580 mg / 80 percent NaH / paraffin; tetrahydrofuran / 20 h

5: 1 M DIBAH / tetrahydrofuran

With copper diacetate; carbon tetrabromide; sodium hydride; diisobutylaluminium hydride; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; paraffin;
DOI:10.1002/hlca.19940770309