(E)-(4S,5R,6S)-5-(tert-butyldiphenylsilanoxy)-3-(4-methoxybenzyloxy)-4-methyloct-6-enal

Base Information

Chemical Name:(E)-(4S,5R,6S)-5-(tert-butyldiphenylsilanoxy)-3-(4-methoxybenzyloxy)-4-methyloct-6-enal
CAS No.:343262-85-1
Molecular Formula:C₃₃H₄₂O₄Si
Molecular Weight:530.78
Hs Code.:

Synonyms:(E)-(4S,5R,6S)-5-(tert-butyldiphenylsilanoxy)-3-(4-methoxybenzyloxy)-4-methyloct-6-enal

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Chemical Property of (E)-(4S,5R,6S)-5-(tert-butyldiphenylsilanoxy)-3-(4-methoxybenzyloxy)-4-methyloct-6-enal

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Technology Process of (E)-(4S,5R,6S)-5-(tert-butyldiphenylsilanoxy)-3-(4-methoxybenzyloxy)-4-methyloct-6-enal

There total 8 articles about (E)-(4S,5R,6S)-5-(tert-butyldiphenylsilanoxy)-3-(4-methoxybenzyloxy)-4-methyloct-6-enal 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: 100.0%

: 343262-84-0
(E)-(4S,5R,6S)-6-(tert-butyldiphenylsilanoxy)-4-(4-methoxybenzyloxy)-5-methylnon-7-ene-1,2-diol

: 343262-85-1
(E)-(4S,5R,6S)-5-(tert-butyldiphenylsilanoxy)-3-(4-methoxybenzyloxy)-4-methyloct-6-enal

Guidance literature:: With sodium periodate; In tetrahydrofuran; water; for 0.5h;
DOI:10.1021/ol015753k

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 343262-85-1
(E)-(4S,5R,6S)-5-(tert-butyldiphenylsilanoxy)-3-(4-methoxybenzyloxy)-4-methyloct-6-enal

Guidance literature:: Multi-step reaction with 3 steps

1: 67 percent / CSA / CH₂Cl₂ / 40 h

2: 74 percent / AD-mix-α / 2-methyl-propan-2-ol; H2O / 20 h

3: 100 percent / NaIO₄ / H₂O; tetrahydrofuran / 0.5 h

With sodium periodate; AD-mix-α; camphor-10-sulfonic acid; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ol015753k

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 343262-85-1
(E)-(4S,5R,6S)-5-(tert-butyldiphenylsilanoxy)-3-(4-methoxybenzyloxy)-4-methyloct-6-enal

Guidance literature:: Multi-step reaction with 7 steps

1: 99 percent / imidazole / CH₂Cl₂ / 20 h

2: 86 percent / LiBH₄ / diethyl ether; H₂O / -20 - 5 °C

3: 98 percent / dimethylsulfoxide; oxalyl chloride; triethylamine / CH₂Cl₂ / -78 - -30 °C

4: 85 percent / diethyl ether / 3 h / -78 °C

5: 67 percent / CSA / CH₂Cl₂ / 40 h

6: 74 percent / AD-mix-α / 2-methyl-propan-2-ol; H2O / 20 h

7: 100 percent / NaIO₄ / H₂O; tetrahydrofuran / 0.5 h

With 1H-imidazole; sodium periodate; AD-mix-α; lithium borohydride; oxalyl dichloride; camphor-10-sulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; water; tert-butyl alcohol; 3: Swern oxidation;
DOI:10.1021/ol015753k