(2S,3aS,7aS)-1-2-(2-fluorobenzyloxycarbonyl)-L-lysyl-γ-D-glutamyl>octahydro-1H-indole-2-carboxylic acid

Base Information

• Chemical Name: (2S,3aS,7aS)-1-2-(2-fluorobenzyloxycarbonyl)-L-lysyl-γ-D-glutamyl>octahydro-1H-indole-2-carboxylic acid
• CAS No.: 116587-39-4
• Molecular Formula: C₂₈H₃₉FN₄O₈
• Molecular Weight: 578.638
• Mol file: 116587-39-4.mol

Synonyms:

Chemical Property of (2S,3aS,7aS)-1-2-(2-fluorobenzyloxycarbonyl)-L-lysyl-γ-D-glutamyl>octahydro-1H-indole-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3aS,7aS)-1-2-(2-fluorobenzyloxycarbonyl)-L-lysyl-γ-D-glutamyl>octahydro-1H-indole-2-carboxylic acid

There total 5 articles about (2S,3aS,7aS)-1-2-(2-fluorobenzyloxycarbonyl)-L-lysyl-γ-D-glutamyl>octahydro-1H-indole-2-carboxylic acid 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:

(2S,3aS,7aS)-1-(γ-D-glutamyl)octahydro-1H-indole-2-carboxylic acid (116586-21-1) → (2S,3aS,7aS)-1-2-(2-fluorobenzyloxycarbonyl)-L-lysyl-γ-D-glutamyl>octahydro-1H-indole-2-carboxylic acid (116587-39-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium carbonate / tetrahydrofuran; H₂O / Ambient temperature

2: 90 percent / ammonium formate, H₂ / 10percent palladium carbon / ethanol / 4 h / Ambient temperature

3: 1) aq. sodium bicarbonate, 2) TFA / 1) THF, room temp., 2) 0.5h

With hydrogen; ammonium formate; sodium hydrogencarbonate; sodium carbonate; trifluoroacetic acid; palladium carbon; In tetrahydrofuran; ethanol; water;

DOI:10.1248/cpb.38.110

Reference yield:

N6-Boc-N2-Z-L-lysine N-succinimidyl ester (3338-34-9,78603-23-3) → (2S,3aS,7aS)-1-2-(2-fluorobenzyloxycarbonyl)-L-lysyl-γ-D-glutamyl>octahydro-1H-indole-2-carboxylic acid (116587-39-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium carbonate / tetrahydrofuran; H₂O / Ambient temperature

2: 90 percent / ammonium formate, H₂ / 10percent palladium carbon / ethanol / 4 h / Ambient temperature

3: 1) aq. sodium bicarbonate, 2) TFA / 1) THF, room temp., 2) 0.5h

With hydrogen; ammonium formate; sodium hydrogencarbonate; sodium carbonate; trifluoroacetic acid; palladium carbon; In tetrahydrofuran; ethanol; water;

DOI:10.1248/cpb.38.110

Reference yield:

(2S,3aS,7aS)-1-[(R)-4-(2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-hexanoylamino)-4-carboxy-butyryl]-octahydro-indole-2-carboxylic acid (116586-22-2) → (2S,3aS,7aS)-1-2-(2-fluorobenzyloxycarbonyl)-L-lysyl-γ-D-glutamyl>octahydro-1H-indole-2-carboxylic acid (116587-39-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / ammonium formate, H₂ / 10percent palladium carbon / ethanol / 4 h / Ambient temperature

2: 1) aq. sodium bicarbonate, 2) TFA / 1) THF, room temp., 2) 0.5h

With hydrogen; ammonium formate; sodium hydrogencarbonate; trifluoroacetic acid; palladium carbon; In ethanol;

DOI:10.1248/cpb.38.110

upstream raw materials:

2-fluorobenzyl N-succinimidyl carbonate

(2S,3aS,7aS)-1-(N⁶-tert-butoxycarbonyl-L-lysyl-γ-D-glutamyl)octahydro-1H-indole-2-carboxylic acid

2-fluorobenzyl alcohol

(2S,3aS,7aS)-1-(γ-D-glutamyl)octahydro-1H-indole-2-carboxylic acid

Refernces