(2S,4R)-methyl 1-((S)-2-((((2,2-dimethylpent-4-en-1-yl)oxy)carbonyl)amino)-3,3-dimethylbutanoyl)-4-hydroxypyrrolidine-2-carboxylate

Base Information

Chemical Name:(2S,4R)-methyl 1-((S)-2-((((2,2-dimethylpent-4-en-1-yl)oxy)carbonyl)amino)-3,3-dimethylbutanoyl)-4-hydroxypyrrolidine-2-carboxylate
CAS No.:1372882-58-0
Molecular Formula:C₂₀H₃₄N₂O₆
Molecular Weight:398.5
Hs Code.:

Synonyms:(2S,4R)-methyl 1-((S)-2-((((2,2-dimethylpent-4-en-1-yl)oxy)carbonyl)amino)-3,3-dimethylbutanoyl)-4-hydroxypyrrolidine-2-carboxylate

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Chemical Property of (2S,4R)-methyl 1-((S)-2-((((2,2-dimethylpent-4-en-1-yl)oxy)carbonyl)amino)-3,3-dimethylbutanoyl)-4-hydroxypyrrolidine-2-carboxylate

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Technology Process of (2S,4R)-methyl 1-((S)-2-((((2,2-dimethylpent-4-en-1-yl)oxy)carbonyl)amino)-3,3-dimethylbutanoyl)-4-hydroxypyrrolidine-2-carboxylate

There total 1 articles about (2S,4R)-methyl 1-((S)-2-((((2,2-dimethylpent-4-en-1-yl)oxy)carbonyl)amino)-3,3-dimethylbutanoyl)-4-hydroxypyrrolidine-2-carboxylate 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%

: 923591-19-9
(S)-2-((((2,2-dimethylpent-4-en-1-yl)oxy)carbonyl)amino)-3,3-dimethylbutanoic acid

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 1372882-58-0
(2S,4R)-methyl 1-((S)-2-((((2,2-dimethylpent-4-en-1-yl)oxy)carbonyl)amino)-3,3-dimethylbutanoyl)-4-hydroxypyrrolidine-2-carboxylate

Guidance literature:: With pyridine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In acetonitrile; at 45 ℃;
DOI:10.1021/jo3001595

Reference yield:

: 1372882-58-0
(2S,4R)-methyl 1-((S)-2-((((2,2-dimethylpent-4-en-1-yl)oxy)carbonyl)amino)-3,3-dimethylbutanoyl)-4-hydroxypyrrolidine-2-carboxylate

: 923591-06-4
methyl (1R,21S,24S)-21-tert-butyl-16,16-dimethyl-3,19,22-trioxo-2,18-dioxa-4,20,23-triazatetracyclo[21.2.1.1(4,7).0(6,11)]heptacosa-6,8,10-triene-24-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1,1'-carbonyldiimidazole / toluene / 22 - 26 °C

1.2: 10 h / 50 °C

2.1: Hoveyda-Grubbs catalyst second generation / toluene / 70 °C / Inert atmosphere

3.1: 5%-palladium/activated carbon; hydrogen / isopropyl alcohol / 24 h / 2327.23 Torr

With Hoveyda-Grubbs catalyst second generation; 5%-palladium/activated carbon; hydrogen; 1,1'-carbonyldiimidazole; In isopropyl alcohol; toluene;
DOI:10.1021/jo3001595