(2R,3R,6S,8S,9R,11R,1R)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(1-methyl-2-carboxyethyl)-3,9,11-trimethyl-1,7-dioxaspiro<5.5>undecane

Base Information

Chemical Name:(2R,3R,6S,8S,9R,11R,1R)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(1-methyl-2-carboxyethyl)-3,9,11-trimethyl-1,7-dioxaspiro<5.5>undecane
CAS No.:100845-52-1
Molecular Formula:C₃₃H₄₈O₅Si
Molecular Weight:552.827
Hs Code.:

Synonyms:(2R,3R,6S,8S,9R,11R,1R)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(1-methyl-2-carboxyethyl)-3,9,11-trimethyl-1,7-dioxaspiro<5.5>undecane

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Chemical Property of (2R,3R,6S,8S,9R,11R,1R)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(1-methyl-2-carboxyethyl)-3,9,11-trimethyl-1,7-dioxaspiro<5.5>undecane

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Technology Process of (2R,3R,6S,8S,9R,11R,1R)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(1-methyl-2-carboxyethyl)-3,9,11-trimethyl-1,7-dioxaspiro<5.5>undecane

There total 14 articles about (2R,3R,6S,8S,9R,11R,1R)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(1-methyl-2-carboxyethyl)-3,9,11-trimethyl-1,7-dioxaspiro<5.5>undecane 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: 80.0%

: 95015-22-8
(2R,3R,6S,8S,9R,11R,1R)-(+)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(2-hydroxy-1-methylethyl)-3,9,11-trimethyl-1,7-dioxaspiro<5.5>undecane

: 100845-52-1
(2R,3R,6S,8S,9R,11R,1R)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(1-methyl-2-carboxyethyl)-3,9,11-trimethyl-1,7-dioxaspiro<5.5>undecane

Guidance literature:: With chromium(VI) oxide; sulfuric acid; In acetone; at -25 - -5 ℃; for 2h;

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 100845-52-1
(2R,3R,6S,8S,9R,11R,1R)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(1-methyl-2-carboxyethyl)-3,9,11-trimethyl-1,7-dioxaspiro<5.5>undecane

Guidance literature:: Multi-step reaction with 10 steps

1: imidazole / dimethylformamide / 6 h / Ambient temperature

2: 1.) O₃; 2.) DMS / 1.) CH₂Cl₂-CH₃OH, -78 deg C, 2.) -78 deg C to room temp., 6 h

3: 2.) H₂O₂, NaOH / 1.) THF, -78 deg C, 5 h

4: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

5: 1.) BH₃-THF, 2.) H₂O₂, NaOH

6: Ph₃P, CBr₄ / diethyl ether / 6 h / Ambient temperature

7: 1.) KO-t-Bu, n-BuLi, Bu₃SnCl, 2.) n-BuLi / 1.) THF, -78 deg C to room temperature, 2.) THF-HMPA, -78 deg C to room temperature, 16 h

8: Et₂Zn / diethyl ether; hexane / 5 h / Ambient temperature

9: p-TsOH-H₂O / benzene / 5 h / 55 °C

10: CrO₃, H₂SO₄ / acetone / 1 h / -20 - -5 °C

With 1H-imidazole; chromium(VI) oxide; sodium hydroxide; n-butyllithium; borane-THF; 2,3-dimercapto-succinic acid; carbon tetrabromide; sulfuric acid; tributyltin chloride; potassium tert-butylate; dihydrogen peroxide; diethylzinc; toluene-4-sulfonic acid; ozone; triethylamine; triphenylphosphine; In diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/ja00258a063

Reference yield:

: 112897-03-7
3-(tert-butyldiphenylsilyloxy)-1-propanal

: 100845-52-1
(2R,3R,6S,8S,9R,11R,1R)-2-<<(2'-tert-butyldiphenylsilyl)oxy>ethyl>-8-(1-methyl-2-carboxyethyl)-3,9,11-trimethyl-1,7-dioxaspiro<5.5>undecane

Guidance literature:: Multi-step reaction with 8 steps

1: 2.) H₂O₂, NaOH / 1.) THF, -78 deg C, 5 h

2: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

3: 1.) BH₃-THF, 2.) H₂O₂, NaOH

4: Ph₃P, CBr₄ / diethyl ether / 6 h / Ambient temperature

5: 1.) KO-t-Bu, n-BuLi, Bu₃SnCl, 2.) n-BuLi / 1.) THF, -78 deg C to room temperature, 2.) THF-HMPA, -78 deg C to room temperature, 16 h

6: Et₂Zn / diethyl ether; hexane / 5 h / Ambient temperature

7: p-TsOH-H₂O / benzene / 5 h / 55 °C

8: CrO₃, H₂SO₄ / acetone / 1 h / -20 - -5 °C

With chromium(VI) oxide; sodium hydroxide; n-butyllithium; borane-THF; carbon tetrabromide; sulfuric acid; tributyltin chloride; potassium tert-butylate; dihydrogen peroxide; diethylzinc; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; In diethyl ether; hexane; dichloromethane; acetone; benzene;
DOI:10.1021/ja00258a063