(2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylic acid propylamide

Base Information

Chemical Name:(2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylic acid propylamide
CAS No.:1451055-41-6
Molecular Formula:C₂₆H₃₅N₃O₃
Molecular Weight:437.582
Hs Code.:

Synonyms:(2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylic acid propylamide

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Chemical Property of (2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylic acid propylamide

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Technology Process of (2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylic acid propylamide

There total 7 articles about (2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylic acid propylamide 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: 18.7%

: 107-10-8,42939-71-9
propylamine

: 1451055-29-0
methyl (2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylate

: 1451055-41-6
(2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylic acid propylamide

Guidance literature:: With trimethylaluminum; In toluene; at 100 ℃; for 16h; Sealed tube; Inert atmosphere;

Reference yield:

: 1451054-70-8
methyl (2S,4S)-4-amino-1-cyclohexylmethyl-pyrrolidine-2-carboxylate

: 1451055-41-6
(2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylic acid propylamide

Guidance literature:: Multi-step reaction with 2 steps

1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 20 °C

2: trimethylaluminum / toluene / 16 h / 100 °C / Sealed tube; Inert atmosphere

With trimethylaluminum; N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; toluene;

Reference yield:

: 74844-91-0
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

: 1451055-41-6
(2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylic acid propylamide

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / dichloromethane / 16 h / 0 °C / Reflux

2: sodium azide / N,N-dimethyl-formamide / 16 h / 60 °C

3: dichloromethane / 16 h / 20 °C

4: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 20 h / 20 °C

5: triphenylphosphine; water / tetrahydrofuran / 6 h / 75 °C

6: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 24 h / 20 °C

7: trimethylaluminum / toluene / 16 h / 100 °C / Sealed tube; Inert atmosphere

With pyridine; sodium azide; water; trimethylaluminum; sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;