4-((R)-2-([4-((S)-3-methoxy-pyrrolidin-1-yl)-6-phenyl-pyridine-2-carbonyl]-amino)-4-phosphono-butyryl)-piperazine-1-carboxylic acid ethyl ester

Base Information

• Chemical Name: 4-((R)-2-([4-((S)-3-methoxy-pyrrolidin-1-yl)-6-phenyl-pyridine-2-carbonyl]-amino)-4-phosphono-butyryl)-piperazine-1-carboxylic acid ethyl ester
• CAS No.: 1191263-36-1
• Molecular Formula: C₂₈H₃₈N₅O₈P
• Molecular Weight: 603.612
• Mol file: 1191263-36-1.mol

Synonyms:4-((R)-2-([4-((S)-3-methoxy-pyrrolidin-1-yl)-6-phenyl-pyridine-2-carbonyl]-amino)-4-phosphono-butyryl)-piperazine-1-carboxylic acid ethyl ester

Chemical Property of 4-((R)-2-([4-((S)-3-methoxy-pyrrolidin-1-yl)-6-phenyl-pyridine-2-carbonyl]-amino)-4-phosphono-butyryl)-piperazine-1-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((R)-2-([4-((S)-3-methoxy-pyrrolidin-1-yl)-6-phenyl-pyridine-2-carbonyl]-amino)-4-phosphono-butyryl)-piperazine-1-carboxylic acid ethyl ester

There total 11 articles about 4-((R)-2-([4-((S)-3-methoxy-pyrrolidin-1-yl)-6-phenyl-pyridine-2-carbonyl]-amino)-4-phosphono-butyryl)-piperazine-1-carboxylic acid ethyl 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:

4-((R)-4-(diethoxy-phosphoryl)-2-([4-((S)-3-methoxy-pyrrolidin-1-yl)-6-phenyl-pyridine-2-carbonyl]-amino)-butyryl)-piperazine-1-carboxylic acid ethyl ester (1191263-86-1) → 4-((R)-2-([4-((S)-3-methoxy-pyrrolidin-1-yl)-6-phenyl-pyridine-2-carbonyl]-amino)-4-phosphono-butyryl)-piperazine-1-carboxylic acid ethyl ester (1191263-36-1)

Guidance literature:

4-((R)-4-(diethoxy-phosphoryl)-2-([4-((S)-3-methoxy-pyrrolidin-1-yl)-6-phenyl-pyridine-2-carbonyl]-amino)-butyryl)-piperazine-1-carboxylic acid ethyl ester; With trimethylsilyl bromide; In acetonitrile; at 20 ℃;

With water; In acetonitrile;

Reference yield:

acetylacetone (123-54-6,81235-32-7) → 4-((R)-2-([4-((S)-3-methoxy-pyrrolidin-1-yl)-6-phenyl-pyridine-2-carbonyl]-amino)-4-phosphono-butyryl)-piperazine-1-carboxylic acid ethyl ester (1191263-36-1)

Guidance literature:

Multi-step reaction with 9 steps

1.1: toluene-4-sulfonic acid / toluene / 3.5 h / Reflux

2.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / hexane; tetrahydrofuran / 0.42 h / -78 °C

2.2: 1.5 h / -78 - -56 °C

3.1: trichlorophosphate / N,N-dimethyl-formamide / 4 h / Reflux

4.1: selenium(IV) oxide / 1,4-dioxane / 4.5 h / 0 °C / Reflux

4.2: Reflux

5.1: trichlorophosphate / 3 h / Reflux

6.1: sodium hydroxide; water / ethanol / 1 h / 20 °C

7.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 110 - 140 °C / Microwave irradiation

8.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 20 °C

9.1: trimethylsilyl bromide / acetonitrile / 20 °C

With 2,2,6,6-tetramethyl-piperidine; selenium(IV) oxide; n-butyllithium; trimethylsilyl bromide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; N-ethyl-N,N-diisopropylamine; sodium hydroxide; trichlorophosphate; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

(Z)-4-(phenylamino)-3-penten-2-one (26567-78-2) → 4-((R)-2-([4-((S)-3-methoxy-pyrrolidin-1-yl)-6-phenyl-pyridine-2-carbonyl]-amino)-4-phosphono-butyryl)-piperazine-1-carboxylic acid ethyl ester (1191263-36-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / hexane; tetrahydrofuran / 0.42 h / -78 °C

1.2: 1.5 h / -78 - -56 °C

2.1: trichlorophosphate / N,N-dimethyl-formamide / 4 h / Reflux

3.1: selenium(IV) oxide / 1,4-dioxane / 4.5 h / 0 °C / Reflux

3.2: Reflux

4.1: trichlorophosphate / 3 h / Reflux

5.1: sodium hydroxide; water / ethanol / 1 h / 20 °C

6.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 16 h / 110 - 140 °C / Microwave irradiation

7.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / dichloromethane / 20 °C

8.1: trimethylsilyl bromide / acetonitrile / 20 °C

With 2,2,6,6-tetramethyl-piperidine; selenium(IV) oxide; n-butyllithium; trimethylsilyl bromide; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; N-ethyl-N,N-diisopropylamine; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

4-((R)-4-(diethoxy-phosphoryl)-2-([4-((S)-3-methoxy-pyrrolidin-1-yl)-6-phenyl-pyridine-2-carbonyl]-amino)-butyryl)-piperazine-1-carboxylic acid ethyl ester

acetylacetone

(S)-3-methoxypyrrolidine-1-carboxylic acid tert-butyl ester

(Z)-4-(phenylamino)-3-penten-2-one