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

Base Information

• Chemical Name: 7-(tert-butyl-diphenyl-silanyloxy)-5-(2-hydroxy-ethyl)-2,2,8-trimethyl-2,3,4,5-tetrahydro-benzo[b]oxepin-3-ol
• CAS No.: 636564-23-3
• Molecular Formula: C₃₁H₄₀O₄Si
• Molecular Weight: 504.742
• Mol file: 636564-23-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 10 articles about 7-(tert-butyl-diphenyl-silanyloxy)-5-(2-hydroxy-ethyl)-2,2,8-trimethyl-2,3,4,5-tetrahydro-benzo[b]oxepin-3-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: 84.0%

7-(tert-butyl-diphenyl-silanyloxy)-5-(2-methoxymethoxy-ethyl)-2,2,8-trimethyl-2,3,4,5-tetrahydro-benzo[b]oxepin-3-ol (636564-22-2) → 7-(tert-butyl-diphenyl-silanyloxy)-5-(2-hydroxy-ethyl)-2,2,8-trimethyl-2,3,4,5-tetrahydro-benzo[b]oxepin-3-ol (636564-23-3)

Guidance literature:

With hydrogenchloride; water; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2003.09.086

Reference yield:

3-(2,5-dimethoxy-4-methylphenyl)pentane-1,5-diol (321582-02-9) → 7-(tert-butyl-diphenyl-silanyloxy)-5-(2-hydroxy-ethyl)-2,2,8-trimethyl-2,3,4,5-tetrahydro-benzo[b]oxepin-3-ol (636564-23-3)

Guidance literature:

Multi-step reaction with 11 steps

1.1: 24 percent / immobilized lipase PS on diatomite / diethyl ether / 13 h / 20 °C

2.1: 95 percent / iPr₂NEt / 18 h / 20 °C

3.1: 96 percent / LiAlH₄ / tetrahydrofuran / 0.17 h / 20 °C

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

4.2: 91 percent / H₂O₂ / tetrahydrofuran / 3.5 h / 20 °C

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

5.2: 95 percent / Na₂S₂O₄ / tetrahydrofuran; H₂O / 0.17 h / 20 °C

6.1: 80 percent / imidazole; 4-DMAP / CH₂Cl₂ / 1 h / 20 °C

7.1: 85 percent / (Ph₃P)4Pd / tetrahydrofuran / 14 h / 20 °C

8.1: 98 percent / Cy₃P[1,3-bis(2,4,6-Me₃C₆H₂)4,5-H₂imidaz-2-ylidene]PhCH=RuCl₂ / CH₂Cl₂ / 16.5 h / 20 °C

9.1: 78 percent / CH₃COCF₃; Oxone(R) / acetonitrile / 2.5 h / 20 °C

10.1: 89 percent / LiAlH₄ / tetrahydrofuran / 0.33 h / 40 °C

11.1: 84 percent / HCl; water / tetrahydrofuran / 3 h / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ortho-nitrophenyl selenocyanate; oxone; ammonium cerium(IV) nitrate; tributylphosphine; 1,1,1-trifluoro-2-propanone; immobilized lipase PS on diatomite; water; N-ethyl-N,N-diisopropylamine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetonitrile;

DOI:10.1016/j.tetlet.2003.09.086

Reference yield:

(3S)-5-hydroxy-3-(2,5-dimethoxy-4-methylphenyl)pentyl acetate (321582-19-8) → 7-(tert-butyl-diphenyl-silanyloxy)-5-(2-hydroxy-ethyl)-2,2,8-trimethyl-2,3,4,5-tetrahydro-benzo[b]oxepin-3-ol (636564-23-3)

Guidance literature:

Multi-step reaction with 10 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

7.1: 98 percent / Cy₃P[1,3-bis(2,4,6-Me₃C₆H₂)4,5-H₂imidaz-2-ylidene]PhCH=RuCl₂ / CH₂Cl₂ / 16.5 h / 20 °C

8.1: 78 percent / CH₃COCF₃; Oxone(R) / acetonitrile / 2.5 h / 20 °C

9.1: 89 percent / LiAlH₄ / tetrahydrofuran / 0.33 h / 40 °C

10.1: 84 percent / HCl; water / tetrahydrofuran / 3 h / 20 °C

With 1H-imidazole; hydrogenchloride; dmap; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; ortho-nitrophenyl selenocyanate; oxone; ammonium cerium(IV) nitrate; tributylphosphine; 1,1,1-trifluoro-2-propanone; water; N-ethyl-N,N-diisopropylamine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; dichloromethane; water; acetonitrile;

DOI:10.1016/j.tetlet.2003.09.086

upstream 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

3-(2,5-dimethoxy-4-methylphenyl)pentane-1,5-diol

(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