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

Base Information

Chemical Name:(2'S,3'R,4'R,5'S,6'S,8E,4S)-3-[(5-[tert-butyldimethylsilyloxy]-3-triethylsilyloxyl-2,4,6,8-tetramethyl-1-oxo-dec-8-enyl)-4-(phenylmethyl)]-2-oxazolidinone
CAS No.:936946-36-0
Molecular Formula:C₃₆H₆₃NO₅Si₂
Molecular Weight:646.071
Hs Code.:

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

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

There total 14 articles about (2'S,3'R,4'R,5'S,6'S,8E,4S)-3-[(5-[tert-butyldimethylsilyloxy]-3-triethylsilyloxyl-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: 96.0%

: 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

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 936946-36-0
(2'S,3'R,4'R,5'S,6'S,8E,4S)-3-[(5-[tert-butyldimethylsilyloxy]-3-triethylsilyloxyl-2,4,6,8-tetramethyl-1-oxo-dec-8-enyl)-4-(phenylmethyl)]-2-oxazolidinone

Guidance literature:: With 2,6-dimethylpyridine;
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

: 936946-36-0
(2'S,3'R,4'R,5'S,6'S,8E,4S)-3-[(5-[tert-butyldimethylsilyloxy]-3-triethylsilyloxyl-2,4,6,8-tetramethyl-1-oxo-dec-8-enyl)-4-(phenylmethyl)]-2-oxazolidinone

Guidance literature:: Multi-step reaction with 3 steps

1.1: DMP

1.2: Bu₂BOTf; NEt₃

1.3: 8 percent / DMP

2.1: 61 percent / Zn(BH₄)2

3.1: 96 percent / 2.6-lutidine

With 2,6-dimethylpyridine; zinc(II) tetrahydroborate; phthalic acid dimethyl ester;
DOI:10.1016/j.tetlet.2007.02.081

Reference yield:

: 936946-32-6
(R)-4-benzyl-3-((S,E)-2,4-dimethylhex-4-enoyl)oxazolidin-2-one

: 936946-36-0
(2'S,3'R,4'R,5'S,6'S,8E,4S)-3-[(5-[tert-butyldimethylsilyloxy]-3-triethylsilyloxyl-2,4,6,8-tetramethyl-1-oxo-dec-8-enyl)-4-(phenylmethyl)]-2-oxazolidinone

Guidance literature:: Multi-step reaction with 5 steps

1.1: 89 percent / LiBH₄ / methanol

2.1: DMP

3.1: Sn(OTf)2; NEt₃

3.2: 2,6-lutidine

4.1: 61 percent / Zn(BH₄)2

5.1: 96 percent / 2.6-lutidine

With 2,6-dimethylpyridine; lithium borohydride; tin(II) trifluoromethanesulfonate; zinc(II) tetrahydroborate; phthalic acid dimethyl ester; triethylamine; In methanol; 3.1: Evans-Metternich aldol reaction;
DOI:10.1016/j.tetlet.2007.02.081