N'-[(E)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hept-4-en-(E)-ylidene]-N,N-dimethyl-hydrazine

Base Information

• Chemical Name: N'-[(E)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hept-4-en-(E)-ylidene]-N,N-dimethyl-hydrazine
• CAS No.: 158322-09-9
• Molecular Formula: C₂₆H₅₀N₂OSi
• Molecular Weight: 434.781
• Mol file: 158322-09-9.mol

Synonyms:

Chemical Property of N'-[(E)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hept-4-en-(E)-ylidene]-N,N-dimethyl-hydrazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N'-[(E)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hept-4-en-(E)-ylidene]-N,N-dimethyl-hydrazine

There total 3 articles about N'-[(E)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hept-4-en-(E)-ylidene]-N,N-dimethyl-hydrazine 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:

Methyl (E)-3-methyl-5-(2,6,6-trimethylcyclohexen-1-yl)-2-pentenoate (4179-00-4) → N'-[(E)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hept-4-en-(E)-ylidene]-N,N-dimethyl-hydrazine (158322-09-9)

Guidance literature:

Multi-step reaction with 3 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

With carbon tetrabromide; diisobutylaluminium hydride; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;

DOI:10.1002/hlca.19940770309

Reference yield:

(E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-en-1'-yl)pent-2-en-1-ol (18665-81-1) → N'-[(E)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hept-4-en-(E)-ylidene]-N,N-dimethyl-hydrazine (158322-09-9)

Guidance literature:

Multi-step reaction with 2 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

With carbon tetrabromide; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;

DOI:10.1002/hlca.19940770309

Reference yield:

(E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-enyl)pent-2-enyl bromide (29550-53-6) + 1-<(tert-butyl)dimethylsiloxy>propan-2-one dimethylhydrazone → N'-[(E)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-7-(2,6,6-trimethyl-cyclohex-1-enyl)-hept-4-en-(E)-ylidene]-N,N-dimethyl-hydrazine (158322-09-9)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; 1 h, -65 to -50 deg C; to RT, 5 h;

DOI:10.1002/hlca.19940770309

upstream raw materials:

(E)-3-methyl-5-(2',6',6'-trimethylcyclohex-1'-enyl)pent-2-enyl bromide

Methyl (E)-3-methyl-5-(2,6,6-trimethylcyclohexen-1-yl)-2-pentenoate

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

Downstream raw materials:

(E)-1-<(tert-butyl)dimethylsiloxy>-6-methyl-8-(2',6',6'-trimethylcyclohex-1'-enyl)oct-5-en-2-one

(E)-neomanoalide

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

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