5-(Tert-butoxycarbonylamino)-1H-indole-2-carboxylic acid

Base Information

• Chemical Name: 5-(Tert-butoxycarbonylamino)-1H-indole-2-carboxylic acid
• CAS No.: 138730-81-1
• Molecular Formula: C14H16N2O4
• Molecular Weight: 276.292
• European Community (EC) Number: 861-693-0
• Nikkaji Number: J1.317.652C
• Mol file: 138730-81-1.mol

Synonyms:138730-81-1;5-(TERT-BUTOXYCARBONYLAMINO)-1H-INDOLE-2-CARBOXYLIC ACID;5-(BOC-AMINO)-1H-INDOLE-2-CARBOXYLIC ACID;5-{[(tert-butoxy)carbonyl]amino}-1H-indole-2-carboxylic acid;5-[(tert-Butyloxycarbonyl)amino]indole-2-carboxylic Acid;5-((Tert-butoxycarbonyl)amino)-1H-indole-2-carboxylic acid;5-[(2-methylpropan-2-yl)oxycarbonylamino]-1H-indole-2-carboxylic acid;SCHEMBL3030225;UMNXRJKQZFKDNR-UHFFFAOYSA-N;AMY36768;1H-Indole-2-carboxylic acid, 5-[[(1,1-dimethylethoxy)carbonyl]amino]-;5-[[(1,1-DIMETHYLETHOXY)CARBONYL]AMINO]-1H-INDOLE-2-CARBOXYLIC ACID;AKOS026671920;1388730-81-1;CS-0309305;F52356;EN300-1726375;5-(tert-Butyloxycarbonylamino)indole-2-carboxylic acid;Z1505701152;5-(TERT-BUTOXYCARBONYLAMINO)-1H-INDOLE-2-CARBOXYLICACID;5-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1H-indole-2-carboxylic acid

Chemical Property of 5-(Tert-butoxycarbonylamino)-1H-indole-2-carboxylic acid

Chemical Property:

• PSA: 91.42000
• LogP: 3.28610
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 276.11100700
• Heavy Atom Count: 20
• Complexity: 391

Purity/Quality:

99% ^*data from raw suppliers

5-(tert-Butoxycarbonylamino)-1H-indole-2-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CC2=C(C=C1)NC(=C2)C(=O)O

Technology Process of 5-(Tert-butoxycarbonylamino)-1H-indole-2-carboxylic acid

There total 5 articles about 5-(Tert-butoxycarbonylamino)-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: 100.0%

5-amino-1H-indole-2-carboxylic acid (152213-40-6) + di-tert-butyl dicarbonate (24424-99-5) → 5-[(tert-Butyloxycarbonyl)amino]indole-2-carboxylic Acid (138730-81-1)

Guidance literature:

With sodium hydrogencarbonate; In 1,2-dimethoxyethane; at 20 ℃; for 10h;

DOI:10.1021/ja065235a

Reference yield: 96.0%

N-BOC-5-amino-2-(methoxycarbonyl)indole → 5-[(tert-Butyloxycarbonyl)amino]indole-2-carboxylic Acid (138730-81-1)

Guidance literature:

With hydrogenchloride; LiOH; In THF-CH₃OH-H₂O; water;

Reference yield: 92.0%

ethyl 5-[(tert-butoxycarbonyl)amino]-1H-indole-2-carboxylate (138730-80-0) → 5-[(tert-Butyloxycarbonyl)amino]indole-2-carboxylic Acid (138730-81-1)

Guidance literature:

ethyl 5-[(tert-butoxycarbonyl)amino]-1H-indole-2-carboxylate; With water; lithium hydroxide; In ethanol; at 20 - 50 ℃;

With hydrogenchloride; In water; pH=3; Product distribution / selectivity;

upstream raw materials:

ethyl 5-[(tert-butoxycarbonyl)amino]-1H-indole-2-carboxylate

5-amino-1H-indole-2-carboxylic acid

di-tert-butyl dicarbonate

ethyl 5-amino-1H-indole-2-carboxylate

Downstream raw materials:

C₃₄H₃₂BrN₃O₄