(2S,3R)-3-tert-butoxycarbonylamino-2-(fluoren-9-ylideneamino)-3-phenyl-propionic acid tert-butyl ester

Base Information

• Chemical Name: (2S,3R)-3-tert-butoxycarbonylamino-2-(fluoren-9-ylideneamino)-3-phenyl-propionic acid tert-butyl ester
• CAS No.: 1060710-24-8
• Molecular Formula: C₃₁H₃₄N₂O₄
• Molecular Weight: 498.622
• Mol file: 1060710-24-8.mol

Synonyms:(2S,3R)-3-tert-butoxycarbonylamino-2-(fluoren-9-ylideneamino)-3-phenyl-propionic acid tert-butyl ester

Chemical Property of (2S,3R)-3-tert-butoxycarbonylamino-2-(fluoren-9-ylideneamino)-3-phenyl-propionic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-3-tert-butoxycarbonylamino-2-(fluoren-9-ylideneamino)-3-phenyl-propionic acid tert-butyl ester

There total 5 articles about (2S,3R)-3-tert-butoxycarbonylamino-2-(fluoren-9-ylideneamino)-3-phenyl-propionic 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: 100.0%

(fluoren-9-ylideneamino)acetic acid tert-butyl ester (1060710-09-9) + benzaldehyde N-boc imine (150884-50-7) → (2S,3R)-3-tert-butoxycarbonylamino-2-(fluoren-9-ylideneamino)-3-phenyl-propionic acid tert-butyl ester (1060710-24-8)

Guidance literature:

With (4R,5R)-2-{[(S)-1-(hydroxymethyl)-2-phenylethyl]imino}-1,3-dimethyl-4,5-diphenylimidazolidine; In toluene; at -45 ℃; for 12h; Product distribution / selectivity;

Reference yield:

tert-butyl glyoxylate (7633-32-1) → (2S,3R)-3-tert-butoxycarbonylamino-2-(fluoren-9-ylideneamino)-3-phenyl-propionic acid tert-butyl ester (1060710-24-8)

Guidance literature:

Multi-step reaction with 2 steps

1: scandium tris(trifluoromethanesulfonate); sodium sulfate / dichloromethane / 1 h / 20 °C / Inert atmosphere

2: (4R,5R)-2-{[(S)-1-(hydroxymethyl)-2-phenylethyl]imino}-1,3-dimethyl-4,5-diphenylimidazolidine / toluene / 18 h / -60 °C / Inert atmosphere

With (4R,5R)-2-{[(S)-1-(hydroxymethyl)-2-phenylethyl]imino}-1,3-dimethyl-4,5-diphenylimidazolidine; sodium sulfate; scandium tris(trifluoromethanesulfonate); In dichloromethane; toluene;

DOI:10.1039/c4cc06156j

Reference yield:

(fluoren-9-ylideneamino)acetic acid tert-butyl ester (1060710-09-9) + benzaldehyde N-boc imine (150884-50-7) → (2S,3R)-3-tert-butoxycarbonylamino-2-(fluoren-9-ylideneamino)-3-phenyl-propionic acid tert-butyl ester (1060710-24-8) + (2R,3S)-3-tert-butoxycarbonylamino-2-(fluoren-9-ylideneamino)-3-phenyl-propionic acid tert-butyl ester + 3-tert-butoxycarbonylamino-2-(fluoren-9-ylideneamino)-3-phenyl-propionic acid tert-butyl ester

Guidance literature:

calcium bis-iso-propoxide; (1R,2R)-1,2-diphenylethane-1,2-bis(2,5-dimethylphenyl)sulfonamide; In toluene; at 40 ℃; Molecular sieve; Inert atmosphere;

upstream raw materials:

(fluoren-9-ylideneamino)acetic acid tert-butyl ester

benzaldehyde N-boc imine

9-aminofluorene

tert-butyl glyoxylate