{1-[2-(4-tert-butoxy-2-{2-[2-(1-hydroxymethyl-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-1,1-dimethyl-2-oxo-ethylcarbamoyl}-pyrrolidin-1-yl)-1,1-dimethyl-2-oxo-ethylcarbamoyl]-3-carbamoyl-propyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

Base Information

• Chemical Name: {1-[2-(4-tert-butoxy-2-{2-[2-(1-hydroxymethyl-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-1,1-dimethyl-2-oxo-ethylcarbamoyl}-pyrrolidin-1-yl)-1,1-dimethyl-2-oxo-ethylcarbamoyl]-3-carbamoyl-propyl}-carbamic acid 9H-fluoren-9-ylmethyl ester
• CAS No.: 324764-15-0
• Molecular Formula: C₅₁H₆₇N₇O₁₀
• Molecular Weight: 938.134

Synonyms:

Chemical Property of {1-[2-(4-tert-butoxy-2-{2-[2-(1-hydroxymethyl-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-1,1-dimethyl-2-oxo-ethylcarbamoyl}-pyrrolidin-1-yl)-1,1-dimethyl-2-oxo-ethylcarbamoyl]-3-carbamoyl-propyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {1-[2-(4-tert-butoxy-2-{2-[2-(1-hydroxymethyl-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-1,1-dimethyl-2-oxo-ethylcarbamoyl}-pyrrolidin-1-yl)-1,1-dimethyl-2-oxo-ethylcarbamoyl]-3-carbamoyl-propyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 10 articles about {1-[2-(4-tert-butoxy-2-{2-[2-(1-hydroxymethyl-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-1,1-dimethyl-2-oxo-ethylcarbamoyl}-pyrrolidin-1-yl)-1,1-dimethyl-2-oxo-ethylcarbamoyl]-3-carbamoyl-propyl}-carbamic acid 9H-fluoren-9-ylmethyl 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-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → {1-[2-(4-tert-butoxy-2-{2-[2-(1-hydroxymethyl-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-1,1-dimethyl-2-oxo-ethylcarbamoyl}-pyrrolidin-1-yl)-1,1-dimethyl-2-oxo-ethylcarbamoyl]-3-carbamoyl-propyl}-carbamic acid 9H-fluoren-9-ylmethyl ester (324764-15-0)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 92 percent / benzotriazol-1-yloxy-tris(Me₂N)phosphonium⁽¹⁺⁾*PF₆^(1-); DIPEA / dimethylformamide / 0.67 h

2.1: TFA / CHCl₃ / 0.33 h / 20 °C

3.1: benzotriazol-1-yloxy-tris(Me₂N)phosphonium⁽¹⁺⁾*PF₆^(1-); DMAP / dimethylformamide / 0.17 h

3.2: 444 mg / DIPEA / dimethylformamide / 0.5 h

4.1: NaOH / dioxane; methanol; H₂O / 0.07 h

5.1: 330 mg / benzotriazol-1-yloxy-tris(Me₂N)phosphonium⁽¹⁺⁾*PF₆^(1-); DIPEA / dimethylformamide / 0.67 h

6.1: NaOH / dioxane; methanol; H₂O

7.1: benzotriazol-1-yloxy-tris(Me₂N)phosphonium⁽¹⁺⁾*PF₆^(1-); DMAP / dimethylformamide / 0.17 h

7.2: 120 mg / DIPEA / dimethylformamide / 0.5 h

8.1: NaOH / dioxane; methanol; H₂O

9.1: 83 mg / benzotriazol-1-yloxy-tris(Me₂N)phosphonium⁽¹⁺⁾*PF₆^(1-); DIPEA / dimethylformamide

With dmap; sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane; methanol; chloroform; water; N,N-dimethyl-formamide;

Reference yield:

L-Phenylalaninol (3182-95-4) → {1-[2-(4-tert-butoxy-2-{2-[2-(1-hydroxymethyl-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-1,1-dimethyl-2-oxo-ethylcarbamoyl}-pyrrolidin-1-yl)-1,1-dimethyl-2-oxo-ethylcarbamoyl]-3-carbamoyl-propyl}-carbamic acid 9H-fluoren-9-ylmethyl ester (324764-15-0)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 92 percent / benzotriazol-1-yloxy-tris(Me₂N)phosphonium⁽¹⁺⁾*PF₆^(1-); DIPEA / dimethylformamide / 0.67 h

2.1: TFA / CHCl₃ / 0.33 h / 20 °C

3.1: benzotriazol-1-yloxy-tris(Me₂N)phosphonium⁽¹⁺⁾*PF₆^(1-); DMAP / dimethylformamide / 0.17 h

3.2: 444 mg / DIPEA / dimethylformamide / 0.5 h

4.1: NaOH / dioxane; methanol; H₂O / 0.07 h

5.1: 330 mg / benzotriazol-1-yloxy-tris(Me₂N)phosphonium⁽¹⁺⁾*PF₆^(1-); DIPEA / dimethylformamide / 0.67 h

6.1: NaOH / dioxane; methanol; H₂O

7.1: benzotriazol-1-yloxy-tris(Me₂N)phosphonium⁽¹⁺⁾*PF₆^(1-); DMAP / dimethylformamide / 0.17 h

7.2: 120 mg / DIPEA / dimethylformamide / 0.5 h

8.1: NaOH / dioxane; methanol; H₂O

9.1: 83 mg / benzotriazol-1-yloxy-tris(Me₂N)phosphonium⁽¹⁺⁾*PF₆^(1-); DIPEA / dimethylformamide

With dmap; sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane; methanol; chloroform; water; N,N-dimethyl-formamide;

Reference yield:

(S)-tert-butyl 2-((S)-1-hydroxy-3-phenylpropan-2-ylcarbamoyl)pyrrolidine-1-carboxylate (169515-57-5) → {1-[2-(4-tert-butoxy-2-{2-[2-(1-hydroxymethyl-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-1,1-dimethyl-2-oxo-ethylcarbamoyl}-pyrrolidin-1-yl)-1,1-dimethyl-2-oxo-ethylcarbamoyl]-3-carbamoyl-propyl}-carbamic acid 9H-fluoren-9-ylmethyl ester (324764-15-0)

Guidance literature:

Multi-step reaction with 8 steps

1.1: TFA / CHCl₃ / 0.33 h / 20 °C

2.1: benzotriazol-1-yloxy-tris(Me₂N)phosphonium⁽¹⁺⁾*PF₆^(1-); DMAP / dimethylformamide / 0.17 h

2.2: 444 mg / DIPEA / dimethylformamide / 0.5 h

3.1: NaOH / dioxane; methanol; H₂O / 0.07 h

4.1: 330 mg / benzotriazol-1-yloxy-tris(Me₂N)phosphonium⁽¹⁺⁾*PF₆^(1-); DIPEA / dimethylformamide / 0.67 h

5.1: NaOH / dioxane; methanol; H₂O

6.1: benzotriazol-1-yloxy-tris(Me₂N)phosphonium⁽¹⁺⁾*PF₆^(1-); DMAP / dimethylformamide / 0.17 h

6.2: 120 mg / DIPEA / dimethylformamide / 0.5 h

7.1: NaOH / dioxane; methanol; H₂O

8.1: 83 mg / benzotriazol-1-yloxy-tris(Me₂N)phosphonium⁽¹⁺⁾*PF₆^(1-); DIPEA / dimethylformamide

With dmap; sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In 1,4-dioxane; methanol; chloroform; water; N,N-dimethyl-formamide;

upstream raw materials:

N₂-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-glutamine

1-(tert-butoxycarbonyl)-L-proline

L-Phenylalaninol

(S)-tert-butyl 2-((S)-1-hydroxy-3-phenylpropan-2-ylcarbamoyl)pyrrolidine-1-carboxylate

Downstream raw materials:

C₆₀H₈₂N₈O₁₂

C₅₂H₆₆N₈O₁₂

2-[(4-hydroxy-pyrrolidine-2-carbonyl)-amino]-pentanedioic acid 5-amide 1-{[2-(4-hydroxy-2-{2-[2-(1-hydroxymethyl-2-phenyl-ethylcarbamoyl)-pyrrolidin-1-yl]-1,1-dimethyl-2-oxo-ethylcarbamoyl}-pyrrolidin-1-yl)-1,1-dimethyl-2-oxo-ethyl]-amide}

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