9-(tert-butyl-dimethyl-silanyloxy)-3,5-dihydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-nonanoic acid methyl ester

Base Information

Chemical Name:9-(tert-butyl-dimethyl-silanyloxy)-3,5-dihydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-nonanoic acid methyl ester
CAS No.:935248-47-8
Molecular Formula:C₂₆H₄₆O₇Si
Molecular Weight:498.733
Hs Code.:

Synonyms:9-(tert-butyl-dimethyl-silanyloxy)-3,5-dihydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-nonanoic acid methyl ester

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Chemical Property of 9-(tert-butyl-dimethyl-silanyloxy)-3,5-dihydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-nonanoic acid methyl ester

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Technology Process of 9-(tert-butyl-dimethyl-silanyloxy)-3,5-dihydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-nonanoic acid methyl ester

There total 6 articles about 9-(tert-butyl-dimethyl-silanyloxy)-3,5-dihydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-nonanoic acid methyl ester 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:

: 935248-44-5
5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-pentan-1-ol

: 935248-47-8
9-(tert-butyl-dimethyl-silanyloxy)-3,5-dihydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-nonanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: aq. NaOCl; NaHCO₃ / KBr; TEMPO / CH₂Cl₂ / 0.5 h

2.1: Ti(Oi-Pr)4; TiCl₄ / toluene / 0.33 h / -78 °C

2.2: 9.77 g / toluene / 0.5 h / -78 °C

3.1: 91 percent / (CH₃)4NBH(OAc)3; AcOH / acetonitrile / 40 h / -35 °C

With titanium(IV) isopropylate; sodium hypochlorite; titanium tetrachloride; sodium hydrogencarbonate; acetic acid; 2,2,6,6-tetramethyl-piperidine-N-oxyl; potassium bromide; In dichloromethane; toluene; acetonitrile;
DOI:10.1021/ja067305j

Reference yield:

: 935248-43-4
(3S)-1-tert-butyldimethylsilyloxy-3-(4-methoxybenzyloxy)-2,2-dimethylpent-4-ene

: 935248-47-8
9-(tert-butyl-dimethyl-silanyloxy)-3,5-dihydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-nonanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 9-BBN dimer / tetrahydrofuran / 20 °C

1.2: 93 percent / aq. H₂O₂; NaOAc / tetrahydrofuran / 6 h / 20 °C

2.1: aq. NaOCl; NaHCO₃ / KBr; TEMPO / CH₂Cl₂ / 0.5 h

3.1: Ti(Oi-Pr)4; TiCl₄ / toluene / 0.33 h / -78 °C

3.2: 9.77 g / toluene / 0.5 h / -78 °C

4.1: 91 percent / (CH₃)4NBH(OAc)3; AcOH / acetonitrile / 40 h / -35 °C

With titanium(IV) isopropylate; sodium hypochlorite; titanium tetrachloride; sodium hydrogencarbonate; acetic acid; dimeric 9-borabicyclo[3.3.1]nonane; 2,2,6,6-tetramethyl-piperidine-N-oxyl; potassium bromide; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1021/ja067305j

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 935248-47-8
9-(tert-butyl-dimethyl-silanyloxy)-3,5-dihydroxy-7-(4-methoxy-benzyloxy)-8,8-dimethyl-nonanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 94 percent / Et₃N / CH₂Cl₂ / 0.5 h / -78 °C

2.1: 9-BBN dimer / tetrahydrofuran / 20 °C

2.2: 93 percent / aq. H₂O₂; NaOAc / tetrahydrofuran / 6 h / 20 °C

3.1: aq. NaOCl; NaHCO₃ / KBr; TEMPO / CH₂Cl₂ / 0.5 h

4.1: Ti(Oi-Pr)4; TiCl₄ / toluene / 0.33 h / -78 °C

4.2: 9.77 g / toluene / 0.5 h / -78 °C

5.1: 91 percent / (CH₃)4NBH(OAc)3; AcOH / acetonitrile / 40 h / -35 °C

With titanium(IV) isopropylate; sodium hypochlorite; titanium tetrachloride; sodium hydrogencarbonate; acetic acid; triethylamine; dimeric 9-borabicyclo[3.3.1]nonane; 2,2,6,6-tetramethyl-piperidine-N-oxyl; potassium bromide; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1021/ja067305j