Isobutyric acid (1S,2S,3S,4S)-1-(2-benzyloxy-ethyl)-3-hydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-pentyl ester

Base Information

Chemical Name:Isobutyric acid (1S,2S,3S,4S)-1-(2-benzyloxy-ethyl)-3-hydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-pentyl ester
CAS No.:473759-06-7
Molecular Formula:C₂₉H₅₂O₅Si
Molecular Weight:508.814
Hs Code.:

Synonyms:Isobutyric acid (1S,2S,3S,4S)-1-(2-benzyloxy-ethyl)-3-hydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-pentyl ester

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Chemical Property of Isobutyric acid (1S,2S,3S,4S)-1-(2-benzyloxy-ethyl)-3-hydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-pentyl ester

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Technology Process of Isobutyric acid (1S,2S,3S,4S)-1-(2-benzyloxy-ethyl)-3-hydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-pentyl ester

There total 1 articles about Isobutyric acid (1S,2S,3S,4S)-1-(2-benzyloxy-ethyl)-3-hydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-pentyl ester 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: 50.0%

: 78-84-2
isobutyraldehyde

: 213385-38-7
(2S,4R,5S)-7-Benzyloxy-5-hydroxy-2,4-dimethyl-1-triisopropylsilanyloxy-heptan-3-one

: 473759-06-7
Isobutyric acid (1S,2S,3S,4S)-1-(2-benzyloxy-ethyl)-3-hydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-pentyl ester

Guidance literature:: With samarium diiodide; In tetrahydrofuran; at 0 ℃; for 2.5h;
DOI:10.1016/S0040-4039(02)01217-0

Reference yield: 91.0%

: 473759-06-7
Isobutyric acid (1S,2S,3S,4S)-1-(2-benzyloxy-ethyl)-3-hydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-pentyl ester

: 473759-07-8
Isobutyric acid (1S,2S,3S,4S)-1-(2-benzyloxy-ethyl)-3,5-dihydroxy-2,4-dimethyl-pentyl ester

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; at 20 ℃; for 7h;
DOI:10.1016/S0040-4039(02)01217-0

Reference yield:

: 473759-06-7
Isobutyric acid (1S,2S,3S,4S)-1-(2-benzyloxy-ethyl)-3-hydroxy-2,4-dimethyl-5-triisopropylsilanyloxy-pentyl ester

: 473759-08-9
Isobutyric acid (5E,11Z)-(1S,2S,3S,4S,8R,9R,10R)-1-(2-benzyloxy-ethyl)-12-(formyl-methyl-amino)-3-hydroxy-2,4,8,10-tetramethyl-7-oxo-9-triethylsilanyloxy-dodeca-5,11-dienyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / HF*pyridine / tetrahydrofuran / 7 h / 20 °C

2: 90 percent / TEMPO; PhI(OAc)2 / 2 h / 20 °C

3: 52 percent / LiCl; DBU / tetrahydrofuran; acetonitrile / 3 h / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; pyridine hydrogenfluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In tetrahydrofuran; acetonitrile; 3: Horner-Wadsworth-Emmons coupling;
DOI:10.1016/S0040-4039(02)01217-0