(-)-(2R,3R,4S)-5-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal

Base Information

• Chemical Name: (-)-(2R,3R,4S)-5-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal
• CAS No.: 261968-20-1
• Molecular Formula: C₂₁H₃₆O₄Si
• Molecular Weight: 380.6

Synonyms:(-)-(2R,3R,4S)-5-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal

Chemical Property of (-)-(2R,3R,4S)-5-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal

Chemical Property:

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Technology Process of (-)-(2R,3R,4S)-5-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal

There total 31 articles about (-)-(2R,3R,4S)-5-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal 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%

[2S,4S,5R,6S]-7-(t-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-4,6-dimethylheptan-2,3-diol (261968-19-8) → (-)-(2R,3R,4S)-5-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal (261968-20-1)

Guidance literature:

With sodium periodate; In methanol; at 20 ℃; for 0.5h;

DOI:10.1002/(SICI)1521-3773(20000117)39:2<377::AID-ANIE377>3.0.CO;2-E

Reference yield: 100.0%

(+)-(2S,3S,4S)-5-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentan-1-ol (496035-39-3) → (-)-(2R,3R,4S)-5-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal (261968-20-1)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.201406252

Reference yield: 84.0%

SO3-Pyr + (+)-(2S,3S,4S)-5-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentan-1-ol (496035-39-3) → (-)-(2R,3R,4S)-5-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentanal (261968-20-1)

Guidance literature:

With triethylamine; In hexane; dichloromethane; dimethyl sulfoxide; ethyl acetate;

upstream raw materials:

(2S,3S,4S)-1-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethyl hex-5-ene

[2S,4S,5R,6S]-7-(t-butyldimethylsilyloxy)-5-(p-methoxybenzyloxy)-4,6-dimethylheptan-2,3-diol

(+)-(2S,3S,4S)-5-(tert-butyldimethylsilanyloxy)-3-(4-methoxybenzyloxy)-2,4-dimethylpentan-1-ol

(2R,3S,4S)-3-hydroxy-5-(4-methoxybenzyloxy)-2,4-dimethylpentanal

Downstream raw materials:

(+)-tert-butyl-[(Z)-(2S,3S,4S)-3-(4-methoxybenzyloxy)-2,4-dimethylocta-5,7-dienyloxy]dimethylsilane

(+)-(Z)-(2S,3S,4S)-3-(4-methoxybenzyloxy)-2,4-dimethylocta-5,7-dien-1-ol

(+)-(Z)-(2R,3S,4S)-3-(4-methoxybenzyloxy)-2,4-dimethylocta-5,7-dienal

(3Z,5S,6S,7S,8R,9S,11Z,13S,14R,15S)-14-(t-butyldimethylsilyloxy)-6,16-bis-(p-methoxybenzyloxy)-5,7,9,11,13,15-hexamethyl-hexadeca-1,3,11-trien-8-ol

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