(R)-3-[(tert-butoxy)carbonyl]-3-[(R)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidine-3-carbonyl]pentanoic acid

Base Information

Chemical Name:(R)-3-[(tert-butoxy)carbonyl]-3-[(R)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidine-3-carbonyl]pentanoic acid
CAS No.:756531-77-8
Molecular Formula:C₂₉H₃₅NO₇
Molecular Weight:509.599
Hs Code.:

Synonyms:(R)-3-[(tert-butoxy)carbonyl]-3-[(R)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidine-3-carbonyl]pentanoic acid

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Chemical Property of (R)-3-[(tert-butoxy)carbonyl]-3-[(R)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidine-3-carbonyl]pentanoic acid

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Technology Process of (R)-3-[(tert-butoxy)carbonyl]-3-[(R)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidine-3-carbonyl]pentanoic acid

There total 4 articles about (R)-3-[(tert-butoxy)carbonyl]-3-[(R)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidine-3-carbonyl]pentanoic acid 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: 89.0%

: 637337-13-4
(R)-3-((R)-2-{[(benzyloxy)carbonyl]methyl}-4-[(tert-butoxy)carbonyl]-1-oxobutyl)-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

: 756531-77-8
(R)-3-[(tert-butoxy)carbonyl]-3-[(R)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidine-3-carbonyl]pentanoic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In tetrahydrofuran; for 1.5h;
DOI:10.1002/hlca.200490142

Reference yield:

: 108-55-4
glutaric anhydride,

: 756531-77-8
(R)-3-[(tert-butoxy)carbonyl]-3-[(R)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidine-3-carbonyl]pentanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: 24 percent / NEt₃; DMAP; N-hydroxysuccinimide / toluene / 24 h / Heating

2.1: tBuCOCl; NEt₃ / tetrahydrofuran / 2 h / -30 °C

2.2: 90 percent / LiCl / tetrahydrofuran / -30 - 20 °C

3.1: LHDMS / tetrahydrofuran / 1 h / -78 °C

3.2: 55 percent / tetrahydrofuran / 20 h / -50 °C

4.1: 89 percent / H₂ / Pd/C / tetrahydrofuran / 1.5 h

With dmap; 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; pivaloyl chloride; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; toluene;
DOI:10.1002/hlca.200490142

Reference yield:

: 63128-51-8
5-(tert-butoxy)-5-oxopentanoic acid

: 756531-77-8
(R)-3-[(tert-butoxy)carbonyl]-3-[(R)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidine-3-carbonyl]pentanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: tBuCOCl; NEt₃ / tetrahydrofuran / 2 h / -30 °C

1.2: 90 percent / LiCl / tetrahydrofuran / -30 - 20 °C

2.1: LHDMS / tetrahydrofuran / 1 h / -78 °C

2.2: 55 percent / tetrahydrofuran / 20 h / -50 °C

3.1: 89 percent / H₂ / Pd/C / tetrahydrofuran / 1.5 h

With hydrogen; pivaloyl chloride; triethylamine; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1002/hlca.200490142