(2S,3S,4S,5S)-3-(tert-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-2,4-dimethylheptanal

Base Information

Chemical Name:(2S,3S,4S,5S)-3-(tert-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-2,4-dimethylheptanal
CAS No.:888488-09-3
Molecular Formula:C₂₃H₄₀O₄Si
Molecular Weight:408.654
Hs Code.:

Synonyms:(2S,3S,4S,5S)-3-(tert-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-2,4-dimethylheptanal

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Chemical Property of (2S,3S,4S,5S)-3-(tert-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-2,4-dimethylheptanal

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Technology Process of (2S,3S,4S,5S)-3-(tert-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-2,4-dimethylheptanal

There total 8 articles about (2S,3S,4S,5S)-3-(tert-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-2,4-dimethylheptanal 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: 96.0%

: 888488-34-4
(2R,3R,4S,5S)-3-(tert-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-2,4-dimethylheptan-1-ol

: 888488-09-3
(2S,3S,4S,5S)-3-(tert-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-2,4-dimethylheptanal

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/ol060347s

Reference yield:

: 888488-12-8
(4R,5R,6R)-7-benzyloxy-5-tert-butyldimethylsilyloxy-4,6-dimethylheptan-3-one

: 888488-09-3
(2S,3S,4S,5S)-3-(tert-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-2,4-dimethylheptanal

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / NaBH₄ / ethanol / 5 h / 0 - 20 °C

2: 84 percent / trifluoromethanesulfonic acid / diethyl ether / 0 - 20 °C

3: 87 percent / H₂ / W-2 Raney nickel / ethanol / 6 h / 20 °C

4: 96 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With sodium tetrahydroborate; trifluorormethanesulfonic acid; hydrogen; Dess-Martin periodane; W-2 Raney nickel; In diethyl ether; ethanol; dichloromethane; 4: Dess-Martin oxidation;
DOI:10.1021/ol060347s

Reference yield:

: 888488-14-0
(3S,4S,5R,6R)-7-benzyloxy-5-tert-butyldimethylsilyloxy-4,6-dimethylheptan-3-ol

: 888488-09-3
(2S,3S,4S,5S)-3-(tert-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-2,4-dimethylheptanal

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / trifluoromethanesulfonic acid / diethyl ether / 0 - 20 °C

2: 87 percent / H₂ / W-2 Raney nickel / ethanol / 6 h / 20 °C

3: 96 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / 20 °C

With trifluorormethanesulfonic acid; hydrogen; Dess-Martin periodane; W-2 Raney nickel; In diethyl ether; ethanol; dichloromethane; 3: Dess-Martin oxidation;
DOI:10.1021/ol060347s