(2S,3R,4R,6R)-4-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-heptanal

Base Information

Chemical Name:(2S,3R,4R,6R)-4-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-heptanal
CAS No.:123493-58-3
Molecular Formula:C₃₁H₄₈O₅Si
Molecular Weight:528.805
Hs Code.:

Synonyms:(2S,3R,4R,6R)-4-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-heptanal

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Chemical Property of (2S,3R,4R,6R)-4-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-heptanal

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Technology Process of (2S,3R,4R,6R)-4-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-heptanal

There total 8 articles about (2S,3R,4R,6R)-4-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-heptanal 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: 75.0%

: 123539-38-8
[(2R,4R,5R,6R)-4-Benzyloxy-5-(4-methoxy-benzyloxy)-2,4,6-trimethyl-oct-7-enyloxy]-tert-butyl-dimethyl-silane

: 123493-58-3
(2S,3R,4R,6R)-4-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-heptanal

Guidance literature:: With ozone; In pyridine; dichloromethane; at -78 ℃; for 0.333333h;
DOI:10.1007/BF00958058

Reference yield:

: 114114-18-0
(2R,4R)-2-benzyloxy-5-tert-butyldimethylsiloxy-2,4-dimethylpentanal

: 123493-58-3
(2S,3R,4R,6R)-4-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-heptanal

Guidance literature:: Multi-step reaction with 3 steps

1: 16 percent / MgBr₂ / CH₂Cl₂ / 50 h / 25 °C

2: 1) NaH / 1) DMF, 25 deg C

3: 1) O₃, pyridine, Sudan IV, 2) Me₂S / 1) CH₂Cl₂, -78 deg C, 2) up to room temp., 1.5 h

With pyridine; 1-[{2-methyl-4-(2-methylphenylazo)-phenyl}-azo]-2-naphthalenol; dimethylsulfide; sodium hydride; ozone; magnesium bromide; In dichloromethane;
DOI:10.1016/S0040-4020(01)96139-3

Reference yield:

: 114114-16-8
(2R,4R)-4-Benzyloxy-2,4-dimethyl-hex-5-enal

: 123493-58-3
(2S,3R,4R,6R)-4-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-heptanal

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 0.5 h / -50 °C

2: imidazole / dimethylformamide / 12 h / 25 °C

3: 1) O₃, pyridine, Sudan IV, 2) Me₂S / 1) CH₂Cl₂, -78 deg C, 2) up to 25 deg C, 1 h

4: 16 percent / MgBr₂ / CH₂Cl₂ / 50 h / 25 °C

5: 1) NaH / 1) DMF, 25 deg C

6: 1) O₃, pyridine, Sudan IV, 2) Me₂S / 1) CH₂Cl₂, -78 deg C, 2) up to room temp., 1.5 h

With pyridine; 1H-imidazole; 1-[{2-methyl-4-(2-methylphenylazo)-phenyl}-azo]-2-naphthalenol; lithium aluminium tetrahydride; dimethylsulfide; sodium hydride; ozone; magnesium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)96139-3