(2S,3R,5R)-5-(tert-Butyldimethylsilyloxy)-2-(phenylmethoxy)-3-(triethylsilyloxy)hexanal

Base Information

Chemical Name:(2S,3R,5R)-5-(tert-Butyldimethylsilyloxy)-2-(phenylmethoxy)-3-(triethylsilyloxy)hexanal
CAS No.:250346-37-3
Molecular Formula:C₂₅H₄₆O₄Si₂
Molecular Weight:466.809
Hs Code.:

Synonyms:(2S,3R,5R)-5-(tert-Butyldimethylsilyloxy)-2-(phenylmethoxy)-3-(triethylsilyloxy)hexanal

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Chemical Property of (2S,3R,5R)-5-(tert-Butyldimethylsilyloxy)-2-(phenylmethoxy)-3-(triethylsilyloxy)hexanal

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Technology Process of (2S,3R,5R)-5-(tert-Butyldimethylsilyloxy)-2-(phenylmethoxy)-3-(triethylsilyloxy)hexanal

There total 8 articles about (2S,3R,5R)-5-(tert-Butyldimethylsilyloxy)-2-(phenylmethoxy)-3-(triethylsilyloxy)hexanal 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: 80.0%

: 250346-42-0
(2S,3R,5R)-5-(tert-Butyldimethylsilyloxy)-2-(phenylmethoxy)-3-(triethylsilyloxy)hexan-1-ol

: 250346-37-3
(2S,3R,5R)-5-(tert-Butyldimethylsilyloxy)-2-(phenylmethoxy)-3-(triethylsilyloxy)hexanal

Guidance literature:: With N-methyl-2-indolinone; tetrapropylammonium perruthennate; 4 A molecular sieve; In dichloromethane; at 0 - 20 ℃; for 4h;
DOI:10.1039/a909243i

Reference yield:

: 250346-38-4
(4R,2'R,3'R,5'R)-3-[5-(tert-Butyldimethylsilyloxy)-3-hydroxy-2-(phenylmethoxy)hexanoyl]-4-(phenylmethyl)oxazolidin-2-one

: 250346-37-3
(2S,3R,5R)-5-(tert-Butyldimethylsilyloxy)-2-(phenylmethoxy)-3-(triethylsilyloxy)hexanal

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / imidazole / dimethylformamide

2: 82 percent / lithium borohydride / tetrahydrofuran / 0 °C

3: 80 percent / tetra-n-propylammonium perruthenate; N-methylmorpholine N-oxide / CH₂Cl₂

With 1H-imidazole; lithium borohydride; tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol991020c

Reference yield:

: 250346-41-9
(4R,2'R,3'R,5'R)-3-[5-(tert-Butyldimethylsilyloxy)-2-(phenylmethoxy)-3-(triethylsilyloxy)hexanoyl]-4-(phenylmethyl)oxazolidin-2-one

: 250346-37-3
(2S,3R,5R)-5-(tert-Butyldimethylsilyloxy)-2-(phenylmethoxy)-3-(triethylsilyloxy)hexanal

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / lithium borohydride / tetrahydrofuran / 0 °C

2: 80 percent / tetra-n-propylammonium perruthenate; N-methylmorpholine N-oxide / CH₂Cl₂

With lithium borohydride; tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol991020c