(2R)-N-[(1S)-1-(benzyloxycarbonyl)-3-methylbutyl]-1-(tert-butoxycarbonyl)-2-(3-hydroxypropyl)pyrrolidine-2-carboxamide

Base Information

Chemical Name:(2R)-N-[(1S)-1-(benzyloxycarbonyl)-3-methylbutyl]-1-(tert-butoxycarbonyl)-2-(3-hydroxypropyl)pyrrolidine-2-carboxamide
CAS No.:475983-65-4
Molecular Formula:C₂₆H₄₀N₂O₆
Molecular Weight:476.613
Hs Code.:

Synonyms:(2R)-N-[(1S)-1-(benzyloxycarbonyl)-3-methylbutyl]-1-(tert-butoxycarbonyl)-2-(3-hydroxypropyl)pyrrolidine-2-carboxamide

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Chemical Property of (2R)-N-[(1S)-1-(benzyloxycarbonyl)-3-methylbutyl]-1-(tert-butoxycarbonyl)-2-(3-hydroxypropyl)pyrrolidine-2-carboxamide

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Technology Process of (2R)-N-[(1S)-1-(benzyloxycarbonyl)-3-methylbutyl]-1-(tert-butoxycarbonyl)-2-(3-hydroxypropyl)pyrrolidine-2-carboxamide

There total 4 articles about (2R)-N-[(1S)-1-(benzyloxycarbonyl)-3-methylbutyl]-1-(tert-butoxycarbonyl)-2-(3-hydroxypropyl)pyrrolidine-2-carboxamide 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: 50.0%

: 1738-69-8
L-Leucine benzyl ester

: 475983-39-2
(R)-1-(tert-butoxycarbonyl)-6-oxo-7-oxa-1-azaspiro[4.5]decane

: 475983-65-4
(2R)-N-[(1S)-1-(benzyloxycarbonyl)-3-methylbutyl]-1-(tert-butoxycarbonyl)-2-(3-hydroxypropyl)pyrrolidine-2-carboxamide

Guidance literature:: With 2-hydroxypyridin; In toluene; for 72h; Heating;
DOI:10.1021/jo025999i

Reference yield:

: 144085-23-4
N-tert-butoxycarbonyl-L-α-allylproline

: 475983-65-4
(2R)-N-[(1S)-1-(benzyloxycarbonyl)-3-methylbutyl]-1-(tert-butoxycarbonyl)-2-(3-hydroxypropyl)pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 75 percent / DCC / tetrahydrofuran / 0 °C

2.1: 9-BBN / tetrahydrofuran / 4 h / 20 °C

2.2: 54 percent / H₂O₂; 3N NaOH / tetrahydrofuran / 0.75 h / 20 °C

3.1: 50 percent / 2-hydroxypyridine / toluene / 72 h / Heating

With 2-hydroxypyridin; 9-borabicyclo[3.3.1]nonane dimer; dicyclohexyl-carbodiimide; In tetrahydrofuran; toluene;
DOI:10.1021/jo025999i

Reference yield:

: (R)-N-(tert-butoxycarbonyl)-2-(3-hydroxypropyl)proline

: 475983-65-4
(2R)-N-[(1S)-1-(benzyloxycarbonyl)-3-methylbutyl]-1-(tert-butoxycarbonyl)-2-(3-hydroxypropyl)pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: 76 mg / DCC; pentafluorophenol / tetrahydrofuran / 0 °C

2: 50 percent / 2-hydroxypyridine / toluene / 72 h / Heating

With 2-hydroxypyridin; 2,3,4,5,6-pentafluorophenol; dicyclohexyl-carbodiimide; In tetrahydrofuran; toluene;
DOI:10.1021/jo025999i