Boc-L-octahydroindole-2-carboxylic acid

Base Information

• Chemical Name: Boc-L-octahydroindole-2-carboxylic acid
• CAS No.: 186096-30-0
• Molecular Formula: C14H23NO4
• Molecular Weight: 269.33700
• Mol file: 186096-30-0.mol

Synonyms:Boc-Oic;boc-Oic-OH;(S)-Octahydro-indole-1,2-dicarboxylic acid 1-tert-butyl ester;

Chemical Property of Boc-L-octahydroindole-2-carboxylic acid

Chemical Property:

• PSA: 66.84000
• LogP: 2.57710

Purity/Quality:

>=99.0% ^*data from raw suppliers

(2S)-1-(tert-Butoxycarbonyl)octahydro-1H-indole-2-carboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Boc-L-octahydroindole-2-carboxylic acid

There total 1 articles about Boc-L-octahydroindole-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:

indolin-2-yl carboxylic acid (16851-56-2,78348-24-0) → Boc-L-octahydroindole-2S-carboxylic acid (186096-30-0)

Guidance literature:

Al₂O₃; In acetic acid;

Reference yield:

para-bromophenacyl bromide (99-73-0,132309-76-3) + Boc-L-octahydroindole-2S-carboxylic acid (186096-30-0) → (2S)-2-(2-(4-bromophenyl)-2-oxoethyl) 1-tert-butyl hexahydro-1H-indole-1,2(2H,3H)-dicarboxylate

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at 5 - 20 ℃; for 4h;

Reference yield:

Boc-L-octahydroindole-2S-carboxylic acid (186096-30-0) → [4-(1-{[3-methoxy-4-(3-o-tolyl-ureido)-phenyl]-acetyl}-octahydro-indole-2-carbonyl)-piperazin-1-yl]-acetic acid

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide HCl salt; HOBt; Et₃N / CH₂Cl₂ / 12 h / 20 °C

2: 86 percent / TFA / CH₂Cl₂ / 12 h / 20 °C

3: 52 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide HCl salt; HOBt; Et₃N / tetrahydrofuran / 12 h / 20 °C

4: 81 percent / NaOH / tetrahydrofuran; methanol / 5 h / Heating

With sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/j.bmc.2005.11.058

upstream raw materials:

indolin-2-yl carboxylic acid

Downstream raw materials:

H-Ser-D-Phe-Oic-Arg-OH

H-Ser-D-Tic-Oic-Arg-OH

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