4-[(S)-1-Benzyloxycarbonyl-3-(3-benzyloxy-phenyl)-2-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-propyl]-piperidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 4-[(S)-1-Benzyloxycarbonyl-3-(3-benzyloxy-phenyl)-2-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-propyl]-piperidine-1-carboxylic acid tert-butyl ester
• CAS No.: 561302-71-4
• Molecular Formula: C₄₄H₅₀N₂O₇
• Molecular Weight: 718.89

Synonyms:

Chemical Property of 4-[(S)-1-Benzyloxycarbonyl-3-(3-benzyloxy-phenyl)-2-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-propyl]-piperidine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(S)-1-Benzyloxycarbonyl-3-(3-benzyloxy-phenyl)-2-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-propyl]-piperidine-1-carboxylic acid tert-butyl ester

There total 9 articles about 4-[(S)-1-Benzyloxycarbonyl-3-(3-benzyloxy-phenyl)-2-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-propyl]-piperidine-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:

1-(benzyloxy)-3-(iodomethyl)benzene (96995-06-1) → 4-[(S)-1-Benzyloxycarbonyl-3-(3-benzyloxy-phenyl)-2-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-propyl]-piperidine-1-carboxylic acid tert-butyl ester (561302-71-4)

Guidance literature:

Multi-step reaction with 5 steps

1: LDA; HMPA / tetrahydrofuran / -78 - 20 °C

2: DBU / benzene

3: TFA / CH₂Cl₂

4: Et₃N / dioxane; H₂O

5: BOP / dimethylformamide

With N,N,N,N,N,N-hexamethylphosphoric triamide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0960-894X(03)00124-0

Reference yield:

2-(1-(tert-butoxycarbonyl)piperidin-4-yl)acetic acid (157688-46-5) → 4-[(S)-1-Benzyloxycarbonyl-3-(3-benzyloxy-phenyl)-2-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-propyl]-piperidine-1-carboxylic acid tert-butyl ester (561302-71-4)

Guidance literature:

Multi-step reaction with 8 steps

1: LiCl; Piv-Cl / tetrahydrofuran

2: NaN(TMS)2 / tetrahydrofuran / -78 - -22 °C

3: H₂O₂; LiOH

4: LDA; HMPA / tetrahydrofuran / -78 - 20 °C

5: DBU / benzene

6: TFA / CH₂Cl₂

7: Et₃N / dioxane; H₂O

8: BOP / dimethylformamide

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hydroxide; dihydrogen peroxide; sodium hexamethyldisilazane; pivaloyl chloride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0960-894X(03)00124-0

Reference yield:

2-(1-tert-butoxycarbonyl-piperidin-4-yl)-succinic acid 4-tert-butyl ester (561302-56-5) → 4-[(S)-1-Benzyloxycarbonyl-3-(3-benzyloxy-phenyl)-2-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-propyl]-piperidine-1-carboxylic acid tert-butyl ester (561302-71-4)

Guidance literature:

Multi-step reaction with 5 steps

1: LDA; HMPA / tetrahydrofuran / -78 - 20 °C

2: DBU / benzene

3: TFA / CH₂Cl₂

4: Et₃N / dioxane; H₂O

5: BOP / dimethylformamide

With N,N,N,N,N,N-hexamethylphosphoric triamide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0960-894X(03)00124-0

upstream raw materials:

(1S,2R)-1-amino-2-indanol

2-(3-benzyloxy-benzyl)-3-(1-tert-butoxycarbonyl-piperidin-4-yl)-succinic acid 4-benzyl ester

1-(benzyloxy)-3-(iodomethyl)benzene

2-(1-(tert-butoxycarbonyl)piperidin-4-yl)acetic acid

Downstream raw materials:

4-[(S)-1-Carboxy-2-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-3-(3-hydroxy-phenyl)-propyl]-piperidine-1-carboxylic acid tert-butyl ester

(2S,3R)-3-(3-Benzyloxy-benzyl)-N-((1S,2R)-2-hydroxy-indan-1-yl)-2-piperidin-4-yl-succinamic acid benzyl ester

(2S,3R)-3-(3-Hydroxy-benzyl)-N-((1S,2R)-2-hydroxy-indan-1-yl)-2-(1-methyl-piperidin-4-yl)-succinamic acid

4-[(1S,2R)-1-Hydroxycarbamoyl-2-((1S,2R)-2-hydroxy-indan-1-ylcarbamoyl)-3-(3-hydroxy-phenyl)-propyl]-piperidine-1-carboxylic acid tert-butyl ester

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