(2R,3R,4R,5R)-5,8-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-octanal

Base Information

Chemical Name:(2R,3R,4R,5R)-5,8-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-octanal
CAS No.:1026307-82-3
Molecular Formula:C₃₀H₅₆O₅Si₂
Molecular Weight:552.943
Hs Code.:

Synonyms:(2R,3R,4R,5R)-5,8-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-octanal

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Chemical Property of (2R,3R,4R,5R)-5,8-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-octanal

Chemical Property:

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Technology Process of (2R,3R,4R,5R)-5,8-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-octanal

There total 13 articles about (2R,3R,4R,5R)-5,8-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-octanal 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:

: 945402-11-9
(2S,3S,4R,5R)-3-(4-methoxybenzyloxy)-5,8-bis(tert-butyldimethylsilyloxy)-2,4-dimethyloctan-1-ol

: 1026307-82-3
(2R,3R,4R,5R)-5,8-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-octanal

Guidance literature:: With pyridine-SO₃ complex; triethylamine; In dichloromethane; dimethyl sulfoxide; at 0 ℃; for 1.16667h;
DOI:10.1021/jm061385k

Reference yield:

: 623926-59-0
1-[(1S,2R,3R)-3,6-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-((S)-1-methyl-allyl)-hexyloxymethyl]-4-methoxy-benzene

: 1026307-82-3
(2R,3R,4R,5R)-5,8-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-octanal

Guidance literature:: 1-[(1S,2R,3R)-3,6-Bis-(tert-butyl-dimethyl-silanyloxy)-2-methyl-1-((S)-1-methyl-allyl)-hexyloxymethyl]-4-methoxy-benzene; With pyridine; ozone; In methanol; dichloromethane; at -78 ℃;

With dimethylsulfide; In methanol; dichloromethane;
DOI:10.1016/S0968-0896(03)00186-X

Reference yield:

: 945402-33-5
(5R,6S,7S)-8-(4-methoxybenzyloxy)-1-(tert-butyldimethylsilyloxy)-6-hydroxy-5,7-dimethyloctan-4-one

: 1026307-82-3
(2R,3R,4R,5R)-5,8-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-octanal

Guidance literature:: Multi-step reaction with 5 steps

1.1: Et₂BOMe / tetrahydrofuran; methanol / 0.67 h / -78 °C

1.2: 85 percent / NaBH₄ / tetrahydrofuran; methanol / 7.17 h / -78 °C

2.1: 60 percent / DDQ; molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / 0 - 20 °C

3.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / -78 - 0 °C

4.1: 41 percent / DIBALH / CH₂Cl₂; hexane / 12.5 h / -78 - -45 °C

5.1: triethylamine; SO₃*pyridine / CH₂Cl₂; dimethylsulfoxide / 1.17 h / 0 °C

With 2,6-dimethylpyridine; pyridine-SO₃ complex; 4 A molecular sieve; diethyl methoxy borane; diisobutylaluminium hydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; hexane; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/jm061385k