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

Base Information

• Chemical Name: (2S,3S)-1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)-3-benzylaspartate
• CAS No.: 128576-67-0
• Molecular Formula: C₄₁H₃₉NO₄
• Molecular Weight: 609.765
• Mol file: 128576-67-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about (2S,3S)-1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)-3-benzylaspartate 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: 78.0%

(2S,3S)-4-benzyl 1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)-3-benzylaspartate (128576-87-4,128599-29-1) → (2S,3S)-1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)-3-benzylaspartate (128576-67-0)

Guidance literature:

With Pd-BaSO₄; hydrogen; In ethyl acetate; for 18h; under 760 Torr; Ambient temperature;

DOI:10.1021/jo00304a011

Reference yield:

9-bromo-9-phenyl-9H-fluorene (55135-66-5) → (2S,3S)-1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)-3-benzylaspartate (128576-67-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / Pb(NO₃)2, K₃PO₄ / acetonitrile / 17 h / Ambient temperature

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

3: 78 percent / 5percent Pd/BaSO₄, H₂ / ethyl acetate / 18 h / 760 Torr / Ambient temperature

With potassium phosphate; Pd-BaSO₄; lead(II) nitrate; hydrogen; potassium hexamethylsilazane; In ethyl acetate; acetonitrile;

DOI:10.1021/jo00304a011

Reference yield:

(2S)-4-benzyl 1-tert-butyl N-benzylaspartate (128576-65-8) → (2S,3S)-1-tert-butyl N-benzyl-N-(9-phenylfluoren-9-yl)-3-benzylaspartate (128576-67-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / Pb(NO₃)2, K₃PO₄ / acetonitrile / 17 h / Ambient temperature

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

3: 78 percent / 5percent Pd/BaSO₄, H₂ / ethyl acetate / 18 h / 760 Torr / Ambient temperature

With potassium phosphate; Pd-BaSO₄; lead(II) nitrate; hydrogen; potassium hexamethylsilazane; In ethyl acetate; acetonitrile;

DOI:10.1021/jo00304a011

upstream raw materials:

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

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

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

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

Downstream raw materials:

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

(2S,3S)-2-<(9-phenylfluoren-9-yl)benzylamino>-3-benzylsuccinic anhydride

(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