9-benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-nonanoic acid tert-butyl ester

Base Information

Chemical Name:9-benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-nonanoic acid tert-butyl ester
CAS No.:666739-60-2
Molecular Formula:C₃₀H₅₂O₆Si
Molecular Weight:536.825
Hs Code.:

9-benzyloxy-7-(<i>tert</i>-butyl-dimethyl-silanyloxy)-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-nonanoic acid <i>tert</i>-butyl ester

Synonyms:9-benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-nonanoic acid tert-butyl ester

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Chemical Property of 9-benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-nonanoic acid tert-butyl ester

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Technology Process of 9-benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-nonanoic acid tert-butyl ester

There total 6 articles about 9-benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-nonanoic acid tert-butyl 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: 86.0%

: 540-88-5
acetic acid tert-butyl ester

: 503818-16-4
(4R,5S,6S)-7-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-2,2,4,6-tetramethyl-3-oxo-heptanal

: 666739-60-2
9-benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-nonanoic acid tert-butyl ester

Guidance literature:: With CpTiCl(1,2:5,6-di-O-isopropylidene-α-L-glucofuranos-3-O-yl)2; lithium diisopropyl amide; In diethyl ether; at -78 ℃; for 2h;
DOI:10.1021/ja029695p

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 666739-60-2
9-benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-nonanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / 2,6-lutidine / CH₂Cl₂ / -40 - -20 °C

2: 98 percent / p-TsOH*H₂O; H₂O / tetrahydrofuran / 6.5 h / 64 °C

3: 86 percent / LDA; CpTiCl(O-1,2:5,6-di-O-isopropylidene-L-glucofurans-3-O-yl)2 / diethyl ether / 2 h / -78 °C

With 2,6-dimethylpyridine; CpTiCl(1,2:5,6-di-O-isopropylidene-α-L-glucofuranos-3-O-yl)2; water; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja029695p

Reference yield:

: 79027-28-4
(2S)-3-(benzyloxy)-2-methylpropanal

: 666739-60-2
9-benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-4,4,6,8-tetramethyl-5-oxo-nonanoic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: LDA / tetrahydrofuran / 0.58 h / -90 °C

2: 97 percent / 2,6-lutidine / CH₂Cl₂ / -40 - -20 °C

3: 98 percent / p-TsOH*H₂O; H₂O / tetrahydrofuran / 6.5 h / 64 °C

4: 86 percent / LDA; CpTiCl(O-1,2:5,6-di-O-isopropylidene-L-glucofurans-3-O-yl)2 / diethyl ether / 2 h / -78 °C

With 2,6-dimethylpyridine; CpTiCl(1,2:5,6-di-O-isopropylidene-α-L-glucofuranos-3-O-yl)2; water; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja029695p