(2'S,3'R,4'S,5'S,6'S,8E,4S)-3-[(5-[tert-butyldimethylsilyloxy]-3-hydroxyl-2,4,6,8-tetramethyl-1-oxo-dec-8-enyl)-4-(phenylmethyl)]-2-oxazolidinone

Base Information

Chemical Name:(2'S,3'R,4'S,5'S,6'S,8E,4S)-3-[(5-[tert-butyldimethylsilyloxy]-3-hydroxyl-2,4,6,8-tetramethyl-1-oxo-dec-8-enyl)-4-(phenylmethyl)]-2-oxazolidinone
CAS No.:936946-38-2
Molecular Formula:C₃₀H₄₉NO₅Si
Molecular Weight:531.808
Hs Code.:

Synonyms:(2'S,3'R,4'S,5'S,6'S,8E,4S)-3-[(5-[tert-butyldimethylsilyloxy]-3-hydroxyl-2,4,6,8-tetramethyl-1-oxo-dec-8-enyl)-4-(phenylmethyl)]-2-oxazolidinone

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Chemical Property of (2'S,3'R,4'S,5'S,6'S,8E,4S)-3-[(5-[tert-butyldimethylsilyloxy]-3-hydroxyl-2,4,6,8-tetramethyl-1-oxo-dec-8-enyl)-4-(phenylmethyl)]-2-oxazolidinone

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Technology Process of (2'S,3'R,4'S,5'S,6'S,8E,4S)-3-[(5-[tert-butyldimethylsilyloxy]-3-hydroxyl-2,4,6,8-tetramethyl-1-oxo-dec-8-enyl)-4-(phenylmethyl)]-2-oxazolidinone

There total 13 articles about (2'S,3'R,4'S,5'S,6'S,8E,4S)-3-[(5-[tert-butyldimethylsilyloxy]-3-hydroxyl-2,4,6,8-tetramethyl-1-oxo-dec-8-enyl)-4-(phenylmethyl)]-2-oxazolidinone 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: 71.0%

: 1447732-01-5
(2R,3S,4S,6E)-3-(tert-butyldimethylsilyloxy)-2,4,6-trimethyl-oct-6-enal

: 131685-53-5,101711-78-8
(S)-4-benzyl-3-propionyl-2-oxazolidinone

: 936946-38-2
(2'S,3'R,4'S,5'S,6'S,8E,4S)-3-[(5-[tert-butyldimethylsilyloxy]-3-hydroxyl-2,4,6,8-tetramethyl-1-oxo-dec-8-enyl)-4-(phenylmethyl)]-2-oxazolidinone

Guidance literature:: (S)-4-benzyl-3-propionyl-2-oxazolidinone; With di-n-butylboryl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; Inert atmosphere;

With triethylamine; In dichloromethane; for 0.5h; Inert atmosphere;

(2R,3S,4S,6E)-3-(tert-butyldimethylsilyloxy)-2,4,6-trimethyl-oct-6-enal; Further stages;
DOI:10.1016/j.tet.2013.06.012

Reference yield: 61.0%

: 936946-34-8
C₃₀H₄₇NO₅Si

: 936946-38-2
(2'S,3'R,4'S,5'S,6'S,8E,4S)-3-[(5-[tert-butyldimethylsilyloxy]-3-hydroxyl-2,4,6,8-tetramethyl-1-oxo-dec-8-enyl)-4-(phenylmethyl)]-2-oxazolidinone

Guidance literature:: With zinc(II) tetrahydroborate;
DOI:10.1016/j.tetlet.2007.02.081

Reference yield:

: 936946-35-9
(2S,3S,4S,6E)-3-(tert-butyldimethylsilyloxy)-2,4,6-trimethyl-oct-6-en-1-ol

: 936946-38-2
(2'S,3'R,4'S,5'S,6'S,8E,4S)-3-[(5-[tert-butyldimethylsilyloxy]-3-hydroxyl-2,4,6,8-tetramethyl-1-oxo-dec-8-enyl)-4-(phenylmethyl)]-2-oxazolidinone

Guidance literature:: Multi-step reaction with 2 steps

1.1: DMP

1.2: Bu₂BOTf; NEt₃

1.3: 8 percent / DMP

2.1: 61 percent / Zn(BH₄)2

With zinc(II) tetrahydroborate; phthalic acid dimethyl ester;
DOI:10.1016/j.tetlet.2007.02.081