(2R,3R)-2-[Bis-((R)-1-phenyl-ethyl)-amino]-3-hydroxy-4-methyl-pentanoic acid ethyl ester

Base Information

Chemical Name:(2R,3R)-2-[Bis-((R)-1-phenyl-ethyl)-amino]-3-hydroxy-4-methyl-pentanoic acid ethyl ester
CAS No.:609340-68-3
Molecular Formula:C₂₄H₃₃NO₃
Molecular Weight:383.531
Hs Code.:

Synonyms:(2R,3R)-2-[Bis-((R)-1-phenyl-ethyl)-amino]-3-hydroxy-4-methyl-pentanoic acid ethyl ester

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Chemical Property of (2R,3R)-2-[Bis-((R)-1-phenyl-ethyl)-amino]-3-hydroxy-4-methyl-pentanoic acid ethyl ester

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Technology Process of (2R,3R)-2-[Bis-((R)-1-phenyl-ethyl)-amino]-3-hydroxy-4-methyl-pentanoic acid ethyl ester

There total 2 articles about (2R,3R)-2-[Bis-((R)-1-phenyl-ethyl)-amino]-3-hydroxy-4-methyl-pentanoic acid ethyl ester 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: 24.0%

: 78-84-2
isobutyraldehyde

: 609340-53-6
ethyl (R,R)-(+)-N,N-bis(α-methylbenzyl)glycinate

: (2S,3S)-2-[Bis-((R)-1-phenyl-ethyl)-amino]-3-hydroxy-4-methyl-pentanoic acid ethyl ester

: 609340-68-3
(2R,3R)-2-[Bis-((R)-1-phenyl-ethyl)-amino]-3-hydroxy-4-methyl-pentanoic acid ethyl ester

Guidance literature:: ethyl (R,R)-(+)-N,N-bis(α-methylbenzyl)glycinate; With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 ℃; for 1h;

isobutyraldehyde; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 ℃; for 4h;
DOI:10.1021/ol030085j

Reference yield:

: 10024-74-5,21003-56-5,21003-57-6,23294-41-9,42287-48-9,56210-72-1
(R,R)-N,N-bis-(1-phenylethyl)amine

: 609340-68-3
(2R,3R)-2-[Bis-((R)-1-phenyl-ethyl)-amino]-3-hydroxy-4-methyl-pentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 17 percent / iPr₂NEt / dioxane / 20 h / Heating

2.1: LDA / tetrahydrofuran; heptane; ethylbenzene / 1 h / -78 °C

2.2: 71 percent / tetrahydrofuran; heptane; ethylbenzene / 4 h / -78 °C

With N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; n-heptane; ethylbenzene;
DOI:10.1021/ol030085j

Reference yield:

: 609340-68-3
(2R,3R)-2-[Bis-((R)-1-phenyl-ethyl)-amino]-3-hydroxy-4-methyl-pentanoic acid ethyl ester

: (2R,3R)-2-Benzyloxycarbonylamino-3-hydroxy-4-methyl-pentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol

2: 63 percent / iPr₂NEt; DMAP / CH₂Cl₂ / 24 h / 20 °C

With dmap; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/ol030085j