4-(tert-butyl-diphenyl-silanyloxy)-11-methyl-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene-13-carboxylic acid 9H-fluoren-9-ylmethyl ester

Base Information

• Chemical Name: 4-(tert-butyl-diphenyl-silanyloxy)-11-methyl-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene-13-carboxylic acid 9H-fluoren-9-ylmethyl ester
• CAS No.: 817629-51-9
• Molecular Formula: C₄₃H₄₄N₂O₃Si
• Molecular Weight: 664.919

Synonyms:

Chemical Property of 4-(tert-butyl-diphenyl-silanyloxy)-11-methyl-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene-13-carboxylic acid 9H-fluoren-9-ylmethyl ester

Chemical Property:

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Useful:

Technology Process of 4-(tert-butyl-diphenyl-silanyloxy)-11-methyl-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene-13-carboxylic acid 9H-fluoren-9-ylmethyl ester

There total 4 articles about 4-(tert-butyl-diphenyl-silanyloxy)-11-methyl-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene-13-carboxylic 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:

tert-butylchlorodiphenylsilane (58479-61-1) + (1R,9S)-4-Hydroxy-11-methyl-11,13-diaza-tricyclo[7.3.1.02,7]trideca-2(7),3,5-triene-13-carboxylic acid 9H-fluoren-9-ylmethyl ester (817629-50-8) → 4-(tert-butyl-diphenyl-silanyloxy)-11-methyl-11,13-diaza-tricyclo[7.3.1.02,7]trideca-2(7),3,5-triene-13-carboxylic acid 9H-fluoren-9-ylmethyl ester (817629-51-9)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1002/ejoc.200400358

Reference yield:

Fmoc-Tyr(tBu)-OH (71989-38-3,118488-18-9,204384-67-8) → 4-(tert-butyl-diphenyl-silanyloxy)-11-methyl-11,13-diaza-tricyclo[7.3.1.02,7]trideca-2(7),3,5-triene-13-carboxylic acid 9H-fluoren-9-ylmethyl ester (817629-51-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-methylmorpholine; isobutyl chloroformate / CH₂Cl₂ / 0.08 h / -20 °C

1.2: 1.37 g / CH₂Cl₂ / 1.5 h / 0 °C

2.1: 670 mg / trifluoroacetic acid / 5 h / Heating

3.1: borane / tetrahydrofuran / 1 h / 0 - 25 °C

4.1: 400 mg / imidazole / CH₂Cl₂ / 20 h / 20 °C

With 4-methyl-morpholine; 1H-imidazole; borane; trifluoroacetic acid; isobutyl chloroformate; In tetrahydrofuran; dichloromethane;

DOI:10.1002/ejoc.200400358

Reference yield:

(9H-fluoren-9-yl)methyl (1R,9S)-4-hydroxy-11-methyl-10-oxo-11,13-diazatricyclo[7.3.1.02,7]trideca-2,4,6-triene-13-carboxylate (817629-49-5) → 4-(tert-butyl-diphenyl-silanyloxy)-11-methyl-11,13-diaza-tricyclo[7.3.1.02,7]trideca-2(7),3,5-triene-13-carboxylic acid 9H-fluoren-9-ylmethyl ester (817629-51-9)

Guidance literature:

Multi-step reaction with 2 steps

1: borane / tetrahydrofuran / 1 h / 0 - 25 °C

2: 400 mg / imidazole / CH₂Cl₂ / 20 h / 20 °C

With 1H-imidazole; borane; In tetrahydrofuran; dichloromethane;

DOI:10.1002/ejoc.200400358

upstream raw materials:

tert-butylchlorodiphenylsilane

(1R,9S)-4-Hydroxy-11-methyl-11,13-diaza-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene-13-carboxylic acid 9H-fluoren-9-ylmethyl ester

Fmoc-Tyr(tBu)-OH

(9H-fluoren-9-yl)methyl (1R,9S)-4-hydroxy-11-methyl-10-oxo-11,13-diazatricyclo[7.3.1.0^2,7]trideca-2,4,6-triene-13-carboxylate

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