N-[N-(tert-butoxycarbonyl)-2-(2-hydroxyethyl)-L-prolyl]-D-leucine benzyl ester

Base Information

Chemical Name:N-[N-(tert-butoxycarbonyl)-2-(2-hydroxyethyl)-L-prolyl]-D-leucine benzyl ester
CAS No.:731807-54-8
Molecular Formula:C₂₅H₃₈N₂O₆
Molecular Weight:462.587
Hs Code.:

Synonyms:N-[N-(tert-butoxycarbonyl)-2-(2-hydroxyethyl)-L-prolyl]-D-leucine benzyl ester

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Chemical Property of N-[N-(tert-butoxycarbonyl)-2-(2-hydroxyethyl)-L-prolyl]-D-leucine benzyl ester

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Technology Process of N-[N-(tert-butoxycarbonyl)-2-(2-hydroxyethyl)-L-prolyl]-D-leucine benzyl ester

There total 3 articles about N-[N-(tert-butoxycarbonyl)-2-(2-hydroxyethyl)-L-prolyl]-D-leucine benzyl 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:

: (R)-2-((R)-1-Benzyloxycarbonyl-3-methyl-butylcarbamoyl)-2-(2-oxo-ethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 731807-54-8
N-[N-(tert-butoxycarbonyl)-2-(2-hydroxyethyl)-L-prolyl]-D-leucine benzyl ester

Guidance literature:: With sodium tetrahydroborate; In methanol; ethyl acetate; at -78 - 20 ℃; for 1.5h;
DOI:10.1016/j.tet.2004.04.052

Reference yield:

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

: 731807-54-8
N-[N-(tert-butoxycarbonyl)-2-(2-hydroxyethyl)-L-prolyl]-D-leucine benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / NMM; DCC; HOAt / CH₂Cl₂ / 17 h / 0 - 20 °C

2: OsO₄; aq. NaIO₄ / methanol; 2-methyl-propan-2-ol / 2 h / 20 °C

3: 1.200 g / NaBH₄ / ethyl acetate; methanol / 1.5 h / -78 - 20 °C

With 4-methyl-morpholine; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; 1-hydroxy-7-aza-benzotriazole; dicyclohexyl-carbodiimide; In methanol; dichloromethane; ethyl acetate; tert-butyl alcohol;
DOI:10.1016/j.tet.2004.04.052

Reference yield:

: 387823-63-4
N-[2-allyl-N-(tert-butoxycarbonyl)-L-prolyl]-D-leucine benzyl ester

: 731807-54-8
N-[N-(tert-butoxycarbonyl)-2-(2-hydroxyethyl)-L-prolyl]-D-leucine benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: OsO₄; aq. NaIO₄ / methanol; 2-methyl-propan-2-ol / 2 h / 20 °C

2: 1.200 g / NaBH₄ / ethyl acetate; methanol / 1.5 h / -78 - 20 °C

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; In methanol; ethyl acetate; tert-butyl alcohol;
DOI:10.1016/j.tet.2004.04.052