(S)-tert-butyl 3-((R)-1-((2S,4S)-2-(3-azidopropyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate

Base Information

Chemical Name:(S)-tert-butyl 3-((R)-1-((2S,4S)-2-(3-azidopropyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate
CAS No.:906537-58-4
Molecular Formula:C₃₈H₄₈N₆O₅
Molecular Weight:668.836
Hs Code.:

(S)-tert-butyl 3-((R)-1-((2S,4S)-2-(3-azidopropyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate

Synonyms:(S)-tert-butyl 3-((R)-1-((2S,4S)-2-(3-azidopropyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate

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Chemical Property of (S)-tert-butyl 3-((R)-1-((2S,4S)-2-(3-azidopropyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate

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Technology Process of (S)-tert-butyl 3-((R)-1-((2S,4S)-2-(3-azidopropyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate

There total 7 articles about (S)-tert-butyl 3-((R)-1-((2S,4S)-2-(3-azidopropyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate 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: 56.0%

: 906537-46-0
(R)-2-amino-1-((2S,4S)-2-(3-azidopropyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-3-phenylpropan-1-one

: 26250-84-0
(S)-(-)-1-(tert-butoxycarbonyl)-2-piperidinecarboxylic acid

: 906537-58-4
(S)-tert-butyl 3-((R)-1-((2S,4S)-2-(3-azidopropyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate

Guidance literature:: With 4-methyl-morpholine; 1,2,3-Benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; for 1h;
DOI:10.1021/jm060384p

Reference yield:

: 906537-08-4
(2S,4S)-2-(3-azidopropyl)-4-(naphthalen-2-ylmethoxy)pyrrolidine

: 906537-58-4
(S)-tert-butyl 3-((R)-1-((2S,4S)-2-(3-azidopropyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: HOAt; 4-methylmorpholine; ethyldimethylaminopropyl carbodiimide / dimethylformamide / 1.25 h

2: aq. TFA / CH₂Cl₂ / 1 h

3: 56 percent / 1H-benzotriazole; 4-methylmorpholine; ethyldimethylaminopropyl carbodiimide / dimethylformamide / 1 h

With 4-methyl-morpholine; 1,2,3-Benzotriazole; 1-hydroxy-7-aza-benzotriazole; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm060384p

Reference yield:

: tert-butyl (4S)-2-allyl-4-(naphthalen-2-ylmethoxy)pyrrolidine-1-carboxylate

: 906537-58-4
(S)-tert-butyl 3-((R)-1-((2S,4S)-2-(3-azidopropyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamoyl)piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: BH₃-THF / tetrahydrofuran / 0.5 h

1.2: 1.1 g / aq. NaOH; H₂O₂ / tetrahydrofuran / 2 h

2.1: Et₃N / CH₂Cl₂ / 0.75 h / 20 °C

3.1: NaN₃ / dimethylsulfoxide / 3 h / 70 °C

4.1: aq. TFA / CH₂Cl₂ / 1 h

5.1: HOAt; 4-methylmorpholine; ethyldimethylaminopropyl carbodiimide / dimethylformamide / 1.25 h

6.1: aq. TFA / CH₂Cl₂ / 1 h

7.1: 56 percent / 1H-benzotriazole; 4-methylmorpholine; ethyldimethylaminopropyl carbodiimide / dimethylformamide / 1 h

With 4-methyl-morpholine; 1,2,3-Benzotriazole; sodium azide; 1-hydroxy-7-aza-benzotriazole; borane-THF; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jm060384p