(R)-3-Benzyloxymethyl-5-[(S)-2-(bis-benzyloxy-methyl)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enylmethyl]-2,4,4-trimethyl-cyclohex-2-enone

Base Information

Chemical Name:(R)-3-Benzyloxymethyl-5-[(S)-2-(bis-benzyloxy-methyl)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enylmethyl]-2,4,4-trimethyl-cyclohex-2-enone
CAS No.:226910-56-1
Molecular Formula:C₄₅H₆₀O₅Si
Molecular Weight:709.054
Hs Code.:

Synonyms:(R)-3-Benzyloxymethyl-5-[(S)-2-(bis-benzyloxy-methyl)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enylmethyl]-2,4,4-trimethyl-cyclohex-2-enone

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Chemical Property of (R)-3-Benzyloxymethyl-5-[(S)-2-(bis-benzyloxy-methyl)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enylmethyl]-2,4,4-trimethyl-cyclohex-2-enone

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Technology Process of (R)-3-Benzyloxymethyl-5-[(S)-2-(bis-benzyloxy-methyl)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enylmethyl]-2,4,4-trimethyl-cyclohex-2-enone

There total 1 articles about (R)-3-Benzyloxymethyl-5-[(S)-2-(bis-benzyloxy-methyl)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enylmethyl]-2,4,4-trimethyl-cyclohex-2-enone 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:

: 226910-55-0
(R)-1-Benzyloxymethyl-5-[(S)-2-(bis-benzyloxy-methyl)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enylmethyl]-2,6,6-trimethyl-3-triisopropylsilanyloxy-cyclohex-2-enol

: 226910-56-1
(R)-3-Benzyloxymethyl-5-[(S)-2-(bis-benzyloxy-methyl)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enylmethyl]-2,4,4-trimethyl-cyclohex-2-enone

Guidance literature:: With 4 A molecular sieve; Montmorillonite K₁₀; benzyl alcohol; In dichloromethane; at -45 ℃; for 1h; Yield given;
DOI:10.1021/ja984250f

Reference yield:

: 226910-56-1
(R)-3-Benzyloxymethyl-5-[(S)-2-(bis-benzyloxy-methyl)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enylmethyl]-2,4,4-trimethyl-cyclohex-2-enone

: 226910-66-3
C₃₉H₅₄O₄Si

Guidance literature:: Multi-step reaction with 12 steps

1: TBAF / tetrahydrofuran / Ambient temperature

2: Ph₃P / tetrahydrofuran / 0.17 h / -23 °C

3: tetrahydrofuran / 168 h / Ambient temperature

4: t-BuOK / tetrahydrofuran / 1 h / 0 °C

5: tetrahydrofuran / 1 h / -78 °C

6: TMSOTf / CH₂Cl₂ / 1 h / -78 °C

7: 70 percent / TiCl₃(O-i-Pr) / CH₂Cl₂ / 1 h / -78 °C

8: lithium tri(t-butoxy)aluminum hydride / tetrahydrofuran / Ambient temperature

9: 2,6-lutidine / CH₂Cl₂ / 1 h / -23 °C

10: DIBAL / CH₂Cl₂; hexane / 1 h / -78 °C

11: diethylzinc / diethyl ether; hexane / 6 h / Ambient temperature

12: PDC, 4A molecular sieves / CH₂Cl₂ / 1.5 h / Ambient temperature

With 2,6-dimethylpyridine; dipyridinium dichromate; titanium(IV) trichloride isopropoxide; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; potassium tert-butylate; tetrabutyl ammonium fluoride; diethylzinc; diisobutylaluminium hydride; lithium tri-t-butoxyaluminum hydride; triphenylphosphine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/ja984250f

Reference yield:

: 226910-56-1
(R)-3-Benzyloxymethyl-5-[(S)-2-(bis-benzyloxy-methyl)-6-(tert-butyl-dimethyl-silanyloxy)-cyclohex-1-enylmethyl]-2,4,4-trimethyl-cyclohex-2-enone

: 226910-64-1
2,2-Dimethyl-propionic acid (1R,4R,9R,10R,13S)-9,10-bis-benzyloxy-12,15,15-trimethyl-13-triethylsilanyloxy-tricyclo[9.3.1.0^3,8]pentadeca-3⁽⁸⁾,11-dien-4-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: TBAF / tetrahydrofuran / Ambient temperature

2: Ph₃P / tetrahydrofuran / 0.17 h / -23 °C

3: tetrahydrofuran / 168 h / Ambient temperature

4: t-BuOK / tetrahydrofuran / 1 h / 0 °C

5: tetrahydrofuran / 1 h / -78 °C

6: TMSOTf / CH₂Cl₂ / 1 h / -78 °C

7: 70 percent / TiCl₃(O-i-Pr) / CH₂Cl₂ / 1 h / -78 °C

8: lithium tri(t-butoxy)aluminum hydride / tetrahydrofuran / Ambient temperature

9: 2,6-lutidine / CH₂Cl₂ / 1 h / -23 °C

With 2,6-dimethylpyridine; titanium(IV) trichloride isopropoxide; trimethylsilyl trifluoromethanesulfonate; potassium tert-butylate; tetrabutyl ammonium fluoride; lithium tri-t-butoxyaluminum hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja984250f