(2R,3R,5S)-2-(dimethoxyphosphoryl)-3-[2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)ethyl]-5-[(1S)-methoxycarbonyl-3-phenylpropylcarbamoyl]pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(2R,3R,5S)-2-(dimethoxyphosphoryl)-3-[2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)ethyl]-5-[(1S)-methoxycarbonyl-3-phenylpropylcarbamoyl]pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:885503-30-0
Molecular Formula:C₃₇H₄₄N₃O₁₀P
Molecular Weight:721.744
Hs Code.:

(2R,3R,5S)-2-(dimethoxyphosphoryl)-3-[2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)ethyl]-5-[(1S)-methoxycarbonyl-3-phenylpropylcarbamoyl]pyrrolidine-1-carboxylic acid tert-butyl ester

Synonyms:(2R,3R,5S)-2-(dimethoxyphosphoryl)-3-[2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)ethyl]-5-[(1S)-methoxycarbonyl-3-phenylpropylcarbamoyl]pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (2R,3R,5S)-2-(dimethoxyphosphoryl)-3-[2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)ethyl]-5-[(1S)-methoxycarbonyl-3-phenylpropylcarbamoyl]pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of (2R,3R,5S)-2-(dimethoxyphosphoryl)-3-[2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)ethyl]-5-[(1S)-methoxycarbonyl-3-phenylpropylcarbamoyl]pyrrolidine-1-carboxylic acid tert-butyl ester

There total 8 articles about (2R,3R,5S)-2-(dimethoxyphosphoryl)-3-[2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)ethyl]-5-[(1S)-methoxycarbonyl-3-phenylpropylcarbamoyl]pyrrolidine-1-carboxylic acid tert-butyl 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:

: 5-(dimethoxy-phosphoryl)-4-[2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)-ethyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester

: 60425-49-2
(+)-α-amino-4-phenylbutyric acid methyl ester hydrochloride

: 885503-30-0
(2R,3R,5S)-2-(dimethoxyphosphoryl)-3-[2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)ethyl]-5-[(1S)-methoxycarbonyl-3-phenylpropylcarbamoyl]pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo052649y

Reference yield:

: 885503-20-8
(2S,4R)-4-allyl-5-oxopyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 885503-30-0
(2R,3R,5S)-2-(dimethoxyphosphoryl)-3-[2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)ethyl]-5-[(1S)-methoxycarbonyl-3-phenylpropylcarbamoyl]pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: LiEt₃BH / tetrahydrofuran / 2 h / -78 °C

1.2: Ac₂O; Et₃N; DMAP / CH₂Cl₂ / 0 - 20 °C

1.3: 29 percent / BF₃*OEt₂ / CH₂Cl₂ / -78 - 20 °C

2.1: ozone / CH₂Cl₂; methanol / -78 °C

2.2: Me₂S / CH₂Cl₂; methanol / -78 - 0 °C

3.1: 315 mg / NaBH₄ / methanol / 0 - 20 °C

4.1: Et₃N; DMAP / CH₂Cl₂ / 0 - 20 °C

5.1: 210 mg / NaH / dimethylformamide; various solvent(s) / 48 h / 20 °C

6.1: LiOH*H₂O / tetrahydrofuran; H₂O; methanol / 48 h / 60 °C

7.1: 25 mg / ethyldiisopropylamine; HOBt; EDCI / CH₂Cl₂ / 0 - 20 °C

With dmap; lithium hydroxide; sodium tetrahydroborate; sodium hydride; lithium triethylborohydride; benzotriazol-1-ol; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo052649y

Reference yield:

: (2S,4S,5R)-5-(Dimethoxy-phosphoryl)-4-(2-oxo-ethyl)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

: 885503-30-0
(2R,3R,5S)-2-(dimethoxyphosphoryl)-3-[2-(1,3-dioxo-1H,3H-benzo[de]isoquinolin-2-yl)ethyl]-5-[(1S)-methoxycarbonyl-3-phenylpropylcarbamoyl]pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 315 mg / NaBH₄ / methanol / 0 - 20 °C

2: Et₃N; DMAP / CH₂Cl₂ / 0 - 20 °C

3: 210 mg / NaH / dimethylformamide; various solvent(s) / 48 h / 20 °C

4: LiOH*H₂O / tetrahydrofuran; H₂O; methanol / 48 h / 60 °C

5: 25 mg / ethyldiisopropylamine; HOBt; EDCI / CH₂Cl₂ / 0 - 20 °C

With dmap; lithium hydroxide; sodium tetrahydroborate; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo052649y