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

Base Information

Chemical Name:(2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylic acid amide
CAS No.:1451055-45-0
Molecular Formula:C₂₃H₂₉N₃O₃
Molecular Weight:395.502
Hs Code.:

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

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

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

There total 7 articles about (2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylic acid amide 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: 16.0%

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

: 1451055-45-0
(2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylic acid amide

Guidance literature:: With ammonium hydroxide; In tetrahydrofuran; at 95 ℃; for 24h; Sealed tube;

Reference yield:

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

: 1451055-45-0
(2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylic acid amide

Guidance literature:: Multi-step reaction with 2 steps

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

2: ammonium hydroxide / tetrahydrofuran / 24 h / 95 °C / Sealed tube

With ammonium hydroxide; N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

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

: 1451055-45-0
(2S,4S)-1-cyclohexylmethyl-4-[(1-hydroxy-naphthalene-2-carbonyl)-amino]-pyrrolidine-2-carboxylic acid amide

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: ammonium hydroxide / tetrahydrofuran / 24 h / 95 °C / Sealed tube

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