(4R,2'R,3'S,4'S)-4-benzyl-3-(5'-tert-butyldiphenylsilyloxy-3'-tert-butyldimethylsilyloxy-2',4'-dimethylpentanoyl)-2-oxazolidinone

Base Information

Chemical Name:(4R,2'R,3'S,4'S)-4-benzyl-3-(5'-tert-butyldiphenylsilyloxy-3'-tert-butyldimethylsilyloxy-2',4'-dimethylpentanoyl)-2-oxazolidinone
CAS No.:603994-10-1
Molecular Formula:C₃₉H₅₅NO₅Si₂
Molecular Weight:674.04
Hs Code.:

Synonyms:(4R,2'R,3'S,4'S)-4-benzyl-3-(5'-tert-butyldiphenylsilyloxy-3'-tert-butyldimethylsilyloxy-2',4'-dimethylpentanoyl)-2-oxazolidinone

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Chemical Property of (4R,2'R,3'S,4'S)-4-benzyl-3-(5'-tert-butyldiphenylsilyloxy-3'-tert-butyldimethylsilyloxy-2',4'-dimethylpentanoyl)-2-oxazolidinone

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Technology Process of (4R,2'R,3'S,4'S)-4-benzyl-3-(5'-tert-butyldiphenylsilyloxy-3'-tert-butyldimethylsilyloxy-2',4'-dimethylpentanoyl)-2-oxazolidinone

There total 5 articles about (4R,2'R,3'S,4'S)-4-benzyl-3-(5'-tert-butyldiphenylsilyloxy-3'-tert-butyldimethylsilyloxy-2',4'-dimethylpentanoyl)-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: 97.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 603993-96-0
(4R,2'R,3'S,4'S)-4-benzyl-3-(5'-tert-butyldiphenylsilyloxy-3'-hydroxy-2',4'-dimethylpentanoyl)-2-oxazolidinone

: 603994-10-1
(4R,2'R,3'S,4'S)-4-benzyl-3-(5'-tert-butyldiphenylsilyloxy-3'-tert-butyldimethylsilyloxy-2',4'-dimethylpentanoyl)-2-oxazolidinone

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃; for 2h;
DOI:10.1016/S0957-4166(03)00372-0

Reference yield:

: 92817-88-4
(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal

: 603994-10-1
(4R,2'R,3'S,4'S)-4-benzyl-3-(5'-tert-butyldiphenylsilyloxy-3'-tert-butyldimethylsilyloxy-2',4'-dimethylpentanoyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 2 steps

1.1: Bu₂BOTf; Et₃N / CH₂Cl₂ / 1.5 h / -78 - 0 °C

1.2: 98 percent / CH₂Cl₂ / 2 h / -78 - -10 °C

2.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 - 20 °C

With 2,6-dimethylpyridine; di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane;
DOI:10.1016/S0957-4166(03)00372-0

Reference yield:

: 95514-04-8
(R)-3-(tert-butyldiphenylsilyloxy)-2-methylpropan-1-ol

: 603994-10-1
(4R,2'R,3'S,4'S)-4-benzyl-3-(5'-tert-butyldiphenylsilyloxy-3'-tert-butyldimethylsilyloxy-2',4'-dimethylpentanoyl)-2-oxazolidinone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

2.1: Bu₂BOTf; Et₃N / CH₂Cl₂ / 1.5 h / -78 - 0 °C

2.2: 98 percent / CH₂Cl₂ / 2 h / -78 - -10 °C

3.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 - 20 °C

With 2,6-dimethylpyridine; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; dimethyl sulfoxide; triethylamine; In dichloromethane; 1.1: Swern oxidation;
DOI:10.1016/S0957-4166(03)00372-0