tert-butyl-{4-(1,1-dimethyl-allyloxy)-5-[1-(2-methoxymethoxy-ethyl)-allyl]-2-methyl-phenoxy}-diphenyl-silane

Base Information

• Chemical Name: tert-butyl-{4-(1,1-dimethyl-allyloxy)-5-[1-(2-methoxymethoxy-ethyl)-allyl]-2-methyl-phenoxy}-diphenyl-silane
• CAS No.: 636564-19-7
• Molecular Formula: C₃₅H₄₆O₄Si
• Molecular Weight: 558.833
• Mol file: 636564-19-7.mol

Synonyms:tert-butyl-{4-(1,1-dimethyl-allyloxy)-5-[1-(2-methoxymethoxy-ethyl)-allyl]-2-methyl-phenoxy}-diphenyl-silane

Chemical Property of tert-butyl-{4-(1,1-dimethyl-allyloxy)-5-[1-(2-methoxymethoxy-ethyl)-allyl]-2-methyl-phenoxy}-diphenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl-{4-(1,1-dimethyl-allyloxy)-5-[1-(2-methoxymethoxy-ethyl)-allyl]-2-methyl-phenoxy}-diphenyl-silane

There total 5 articles about tert-butyl-{4-(1,1-dimethyl-allyloxy)-5-[1-(2-methoxymethoxy-ethyl)-allyl]-2-methyl-phenoxy}-diphenyl-silane 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: 85.0%

1,1-dimethyl-2-propenyl isobutyl carbonate (164513-96-6) + 4-(tert-butyl-diphenyl-silanyloxy)-2-[1-(2-methoxymethoxy-ethyl)-allyl]-5-methyl-phenol (636564-18-6) → tert-butyl-{4-(1,1-dimethyl-allyloxy)-5-[1-(2-methoxymethoxy-ethyl)-allyl]-2-methyl-phenoxy}-diphenyl-silane (636564-19-7)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 14h;

DOI:10.1016/j.tetlet.2003.09.086

Reference yield:

(3S)-5-hydroxy-3-(2,5-dimethoxy-4-methylphenyl)pentyl acetate (321582-19-8) → tert-butyl-{4-(1,1-dimethyl-allyloxy)-5-[1-(2-methoxymethoxy-ethyl)-allyl]-2-methyl-phenoxy}-diphenyl-silane (636564-19-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 95 percent / iPr₂NEt / 18 h / 20 °C

2.1: 96 percent / LiAlH₄ / tetrahydrofuran / 0.17 h / 20 °C

3.1: o-nitrophenyl selenocyanate; n-Bu₃P / tetrahydrofuran / 0.25 h / 20 °C

3.2: 91 percent / H₂O₂ / tetrahydrofuran / 3.5 h / 20 °C

4.1: (NH₄)2Ce(NO₃)6 / acetonitrile; H₂O / 0.33 h / 20 °C

4.2: 95 percent / Na₂S₂O₄ / tetrahydrofuran; H₂O / 0.17 h / 20 °C

5.1: 80 percent / imidazole; 4-DMAP / CH₂Cl₂ / 1 h / 20 °C

6.1: 85 percent / (Ph₃P)4Pd / tetrahydrofuran / 14 h / 20 °C

With 1H-imidazole; dmap; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ortho-nitrophenyl selenocyanate; ammonium cerium(IV) nitrate; tributylphosphine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; water; acetonitrile;

DOI:10.1016/j.tetlet.2003.09.086

Reference yield:

2-[(S)-1-(2-Methoxymethoxy-ethyl)-allyl]-5-methyl-benzene-1,4-diol (636564-17-5) → tert-butyl-{4-(1,1-dimethyl-allyloxy)-5-[1-(2-methoxymethoxy-ethyl)-allyl]-2-methyl-phenoxy}-diphenyl-silane (636564-19-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / imidazole; 4-DMAP / CH₂Cl₂ / 1 h / 20 °C

2: 85 percent / (Ph₃P)4Pd / tetrahydrofuran / 14 h / 20 °C

With 1H-imidazole; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetlet.2003.09.086

upstream raw materials:

1,1-dimethyl-2-propenyl isobutyl carbonate

4-(tert-butyl-diphenyl-silanyloxy)-2-[1-(2-methoxymethoxy-ethyl)-allyl]-5-methyl-phenol

(3S)-5-hydroxy-3-(2,5-dimethoxy-4-methylphenyl)pentyl acetate

(S)-1,4-dimethoxy-2-(5-(methoxymethoxy)pent-1-en-3-yl)-5-methylbenzene

Downstream raw materials:

7-(tert-butyl-diphenyl-silanyloxy)-5-(2-methoxymethoxy-ethyl)-2,2,8-trimethyl-2,3,4,5-tetrahydro-benzo[b]oxepin-3-ol

tert-butyl-[2-(2-methoxymethoxy-ethyl)-5,8,8-trimethyl-1a,2,8,8a-tetrahydro-1,7-dioxa-benzo[a]cyclopropa[d]cyclohepten-4-yloxy]-diphenyl-silane

7-(tert-butyl-diphenyl-silanyloxy)-5-(2-hydroxy-ethyl)-2,2,8-trimethyl-2,3,4,5-tetrahydro-benzo[b]oxepin-3-ol

tert-butyl-[5-(2-methoxymethoxy-ethyl)-2,2,8-trimethyl-2,5-dihydro-benzo[b]oxepin-7-yloxy]-diphenyl-silane