(2S,3aS,7aS)-1-[(R)-4-((S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-hexanoylamino)-4-carboxy-butyryl]-octahydro-indole-2-carboxylic acid

Base Information

• Chemical Name: (2S,3aS,7aS)-1-[(R)-4-((S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-hexanoylamino)-4-carboxy-butyryl]-octahydro-indole-2-carboxylic acid
• CAS No.: 116586-22-2
• Molecular Formula: C₃₃H₄₈N₄O₁₀
• Molecular Weight: 660.765
• Mol file: 116586-22-2.mol

Synonyms:

Chemical Property of (2S,3aS,7aS)-1-[(R)-4-((S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-hexanoylamino)-4-carboxy-butyryl]-octahydro-indole-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3aS,7aS)-1-[(R)-4-((S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-hexanoylamino)-4-carboxy-butyryl]-octahydro-indole-2-carboxylic acid

There total 5 articles about (2S,3aS,7aS)-1-[(R)-4-((S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-hexanoylamino)-4-carboxy-butyryl]-octahydro-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)-perhydroindole-2-carboxylic acid (80875-98-5,2055118-14-2) → (2S,3aS,7aS)-1-[(R)-4-((S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-hexanoylamino)-4-carboxy-butyryl]-octahydro-indole-2-carboxylic acid (116586-22-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / pyridine / 1.5 h / Ambient temperature

2: 49 percent / hydrazine hydrate / ethanol / Ambient temperature

3: 8.7 g / sodium carbonate / tetrahydrofuran; H₂O

With sodium carbonate; hydrazine hydrate; In tetrahydrofuran; pyridine; ethanol; water;

DOI:10.1248/cpb.37.2417

Reference yield:

(2S,3aS,7aS)-1-(N-phthaloyl-γ-D-glutamyl)octahydro-1H-indole-2-carboxylic acid (116586-28-8) → (2S,3aS,7aS)-1-[(R)-4-((S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-hexanoylamino)-4-carboxy-butyryl]-octahydro-indole-2-carboxylic acid (116586-22-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 49 percent / hydrazine hydrate / ethanol / Ambient temperature

2: 8.7 g / sodium carbonate / tetrahydrofuran; H₂O

With sodium carbonate; hydrazine hydrate; In tetrahydrofuran; ethanol; water;

DOI:10.1248/cpb.37.2417

Reference yield:

N-phthaloyl-D-glutamic acid anhydride (25830-78-8,3085-92-5) → (2S,3aS,7aS)-1-[(R)-4-((S)-2-Benzyloxycarbonylamino-6-tert-butoxycarbonylamino-hexanoylamino)-4-carboxy-butyryl]-octahydro-indole-2-carboxylic acid (116586-22-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / pyridine / 1.5 h / Ambient temperature

2: 49 percent / hydrazine hydrate / ethanol / Ambient temperature

3: 8.7 g / sodium carbonate / tetrahydrofuran; H₂O

With sodium carbonate; hydrazine hydrate; In tetrahydrofuran; pyridine; ethanol; water;

DOI:10.1248/cpb.37.2417

upstream raw materials:

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

N⁶-Boc-N²-Z-L-lysine N-succinimidyl ester

Z-Lys(-Boc)-Osu

(2S,3aS,7aS)-perhydroindole-2-carboxylic acid

Downstream raw materials:

(2S,3aS,7aS)-1-(N²-benzyloxycarbonyl-L-lysyl-γ-D-glutamyl)octahydro-1H-indole-2-carboxylic acid

(2S,3aS,7aS)-1-{(R)-4-[6-Amino-2-(biphenyl-4-ylmethoxycarbonylamino)-hexanoylamino]-4-carboxy-butyryl}-octahydro-indole-2-carboxylic acid

(2S,3aS,7aS)-1-{(R)-4-[6-Amino-2-(2-bromo-benzyloxycarbonylamino)-hexanoylamino]-4-carboxy-butyryl}-octahydro-indole-2-carboxylic acid

(2S,3aS,7aS)-1-{(R)-4-[6-Amino-2-(2-chloro-benzyloxycarbonylamino)-hexanoylamino]-4-carboxy-butyryl}-octahydro-indole-2-carboxylic acid