(2S)-4-benzyl 1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)aspartate

Base Information

• Chemical Name: (2S)-4-benzyl 1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)aspartate
• CAS No.: 128599-28-0
• Molecular Formula: C₄₁H₃₉NO₄
• Molecular Weight: 609.765
• Mol file: 128599-28-0.mol

Synonyms:(2S)-4-benzyl 1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)aspartate

Chemical Property of (2S)-4-benzyl 1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)aspartate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-4-benzyl 1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)aspartate

There total 1 articles about (2S)-4-benzyl 1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)aspartate 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: 88.0%

9-bromo-9-phenyl-9H-fluorene (55135-66-5) + (2S)-4-benzyl 1-tert-butyl N-benzylaspartate (128576-65-8) → (2S)-4-benzyl 1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)aspartate (128599-28-0)

Guidance literature:

With potassium phosphate; lead(II) nitrate; In acetonitrile; for 17h; Ambient temperature;

DOI:10.1021/jo00304a011

Reference yield:

(2S)-4-benzyl 1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)aspartate (128599-28-0) → (2S,3S)-2-Amino-3-benzyl-succinic acid 1-tert-butyl ester 4-methyl ester (127605-48-5,127605-49-6,127605-52-1,128450-33-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) KHMDS / 1) THF, toluene, -20 deg C; 2) THF, -20 deg C, 2 h

2: 78 percent / 5percent Pd/BaSO₄, H₂ / ethyl acetate / 18 h / 760 Torr / Ambient temperature

4: 90 percent / 20percent Pd(OH)2/C, H₂ / acetic acid / 24 h / 760 Torr / Ambient temperature

With palladium dihydroxide; Pd-BaSO₄; hydrogen; potassium hexamethylsilazane; In acetic acid; ethyl acetate;

DOI:10.1021/jo00304a011

Reference yield:

(2S)-4-benzyl 1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)aspartate (128599-28-0) → (2S,3S)-1-tert-butyl 4-methyl N-(tert-butoxycarbonyl)-3-benzylaspartate (128576-63-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) KHMDS / 1) THF, toluene, -20 deg C; 2) THF, -20 deg C, 2 h

2: 78 percent / 5percent Pd/BaSO₄, H₂ / ethyl acetate / 18 h / 760 Torr / Ambient temperature

4: 90 percent / 20percent Pd(OH)2/C, H₂ / acetic acid / 24 h / 760 Torr / Ambient temperature

5: acetonitrile / 4 h / Ambient temperature

With palladium dihydroxide; Pd-BaSO₄; hydrogen; potassium hexamethylsilazane; In acetic acid; ethyl acetate; acetonitrile;

DOI:10.1021/jo00304a011

upstream raw materials:

9-bromo-9-phenyl-9H-fluorene

(2S)-4-benzyl 1-tert-butyl N-benzylaspartate

Downstream raw materials:

(2S,3S)-4-benzyl 1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)-3-benzylaspartate

(2S,3R)-4-benzyl 1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)-3-benzylaspartate

(2S,3S)-2-Amino-3-benzyl-succinic acid 1-tert-butyl ester 4-methyl ester

(2S,3S)-1-tert-butyl 4-methyl N-(tert-butoxycarbonyl)-3-benzylaspartate

Refernces