(2'R,4S)-5-(tert-butyldimethylsilanyloxy)-4-(2'-hydroxy-3'-phenylpropionyl-amino)pentanoic acid tritylamide

Base Information

Chemical Name:(2'R,4S)-5-(tert-butyldimethylsilanyloxy)-4-(2'-hydroxy-3'-phenylpropionyl-amino)pentanoic acid tritylamide
CAS No.:343566-38-1
Molecular Formula:C₃₉H₄₈N₂O₄Si
Molecular Weight:636.907
Hs Code.:

Synonyms:(2'R,4S)-5-(tert-butyldimethylsilanyloxy)-4-(2'-hydroxy-3'-phenylpropionyl-amino)pentanoic acid tritylamide

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Chemical Property of (2'R,4S)-5-(tert-butyldimethylsilanyloxy)-4-(2'-hydroxy-3'-phenylpropionyl-amino)pentanoic acid tritylamide

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Technology Process of (2'R,4S)-5-(tert-butyldimethylsilanyloxy)-4-(2'-hydroxy-3'-phenylpropionyl-amino)pentanoic acid tritylamide

There total 6 articles about (2'R,4S)-5-(tert-butyldimethylsilanyloxy)-4-(2'-hydroxy-3'-phenylpropionyl-amino)pentanoic acid tritylamide 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:

: 828-01-3,7326-19-4,20312-36-1,156-05-8
D-phenyllactic acid

: 4-amino-5-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid trityl-amide

: 343566-38-1
(2'R,4S)-5-(tert-butyldimethylsilanyloxy)-4-(2'-hydroxy-3'-phenylpropionyl-amino)pentanoic acid tritylamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 - 23 ℃; for 1.41667h;
DOI:10.1021/jm010469k

Reference yield:

: 132388-60-4,200625-96-3
(S)-2-(((benzyloxy)carbonyl)amino)-5-oxo-5-(tritylamino)pentanoic acid

: 343566-38-1
(2'R,4S)-5-(tert-butyldimethylsilanyloxy)-4-(2'-hydroxy-3'-phenylpropionyl-amino)pentanoic acid tritylamide

Guidance literature:: Multi-step reaction with 5 steps

1: 4-methylmorpholine / tetrahydrofuran / 20 h / -10 °C

2: NaBH₄ / H₂O / 5 h / 23 °C

3: 7.6 g / imidazole / dimethylformamide

4: H₂ / Pd/C / ethanol / 23 °C / 2585.81 Torr

5: 4.85 g / i-Pr₂NEt; HATU / dimethylformamide / 1.42 h / 0 - 23 °C

With 4-methyl-morpholine; 1H-imidazole; sodium tetrahydroborate; hydrogen; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jm010469k

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 343566-38-1
(2'R,4S)-5-(tert-butyldimethylsilanyloxy)-4-(2'-hydroxy-3'-phenylpropionyl-amino)pentanoic acid tritylamide

Guidance literature:: Multi-step reaction with 3 steps

1: 7.6 g / imidazole / dimethylformamide

2: H₂ / Pd/C / ethanol / 23 °C / 2585.81 Torr

3: 4.85 g / i-Pr₂NEt; HATU / dimethylformamide / 1.42 h / 0 - 23 °C

With 1H-imidazole; hydrogen; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm010469k