γ-benzyl isoglutaminate perchlorate

Base Information

• Chemical Name: γ-benzyl isoglutaminate perchlorate
• CAS No.: 87137-45-9
• Molecular Formula: C₁₂H₁₆N₂O₃*ClHO₄
• Molecular Weight: 336.729
• Mol file: 87137-45-9.mol

Synonyms:γ-benzyl isoglutaminate perchlorate

Chemical Property of γ-benzyl isoglutaminate perchlorate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of γ-benzyl isoglutaminate perchlorate

There total 1 articles about γ-benzyl isoglutaminate perchlorate 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: 99.0%

Benzyl acetate (140-11-4) + D-α-glutamine (19522-40-8) → γ-benzyl isoglutaminate perchlorate (87137-45-9)

Guidance literature:

With perchloric acid; for 96h; Ambient temperature;

DOI:10.1021/jm00366a014

Reference yield: 89.0%

(S)-methyl-2-((R)-2-(((2S,4aR,6R,7R,8R,8aS)-7-azido-6-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-yl)oxy)propanamido)propanoate + γ-benzyl isoglutaminate perchlorate (87137-45-9) → (R)-benzyl-5-amino-4-((S)-2-((R)-2-(((2S,4aR,6R,7R,8R,8aS)-7-azido-6-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-yl)oxy)propanamido)propanamido)-5-oxopentanoate

Guidance literature:

(S)-methyl-2-((R)-2-(((2S,4aR,6R,7R,8R,8aS)-7-azido-6-(benzyloxy)-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-yl)oxy)propanamido)propanoate; With potassium hydroxide; In methanol;

γ-benzyl isoglutaminate perchlorate; With 2,4,6-trimethyl-pyridine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; for 16h; Inert atmosphere;

Reference yield:

benzyl D-isogutaminate (87137-45-9) → 4-((S)-2-Amino-6-benzyloxycarbonylamino-hexanoylamino)-4-carbamoyl-butyric acid benzyl ester (79701-17-0)

Guidance literature:

Multi-step reaction with 2 steps

2: TFA

With trifluoroacetic acid;

DOI:10.1021/jm00118a029

upstream raw materials:

Benzyl acetate

D-α-glutamine

Downstream raw materials:

tert-butoxycarbonyl-L-alanyl-D-isoglutamine benzyl ester

4-((S)-6-Benzyloxycarbonylamino-2-tert-butoxycarbonylamino-hexanoylamino)-4-carbamoyl-butyric acid benzyl ester

4-((S)-2-Amino-6-benzyloxycarbonylamino-hexanoylamino)-4-carbamoyl-butyric acid benzyl ester

4-{2-[(R)-2-((4aR,7R,8R,8aS)-7-Acetylamino-6-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionylamino]-6-benzyloxycarbonylamino-hexanoylamino}-4-carbamoyl-butyric acid benzyl ester

Refernces