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

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Chemical Name:(R)-2-amino-1-((2S,4S)-2-(3-azidopropyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-3-phenylpropan-1-one
CAS No.:906537-46-0
Molecular Formula:C₂₇H₃₁N₅O₂
Molecular Weight:457.575
Hs Code.:

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

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Chemical Property of (R)-2-amino-1-((2S,4S)-2-(3-azidopropyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-3-phenylpropan-1-one

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Technology Process of (R)-2-amino-1-((2S,4S)-2-(3-azidopropyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-3-phenylpropan-1-one

There total 6 articles about (R)-2-amino-1-((2S,4S)-2-(3-azidopropyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-3-phenylpropan-1-one 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:

: 906537-44-8
tert-butyl (R)-1-((2S,4S)-2-(3-azidopropyl)-4-(naphthalen-2-ylmethoxy)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-ylcarbamate

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

Guidance literature:: With trifluoroacetic acid; In dichloromethane; for 1h;
DOI:10.1021/jm060384p

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

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

2: aq. TFA / CH₂Cl₂ / 1 h

With 4-methyl-morpholine; 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

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

Guidance literature:: Multi-step reaction with 6 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

With 4-methyl-morpholine; 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