tert-Butyl 5-bromoindoline-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 5-bromoindoline-1-carboxylate
• CAS No.: 261732-38-1
• Molecular Formula: C13H16BrNO2
• Molecular Weight: 298.18
• Hs Code.: 2933990090
• Mol file: 261732-38-1.mol

Synonyms:5-Bromo-1-(tert-butyloxycarbonyl)-2,3-dihydro-1H-indole;5-Bromo-2,3-dihydroindole-1-carboxylic acid tert-butyl ester;1-Boc-5-bromoindoline;N-Boc-5-bromoindoline;

Chemical Property of tert-Butyl 5-bromoindoline-1-carboxylate

Chemical Property:

• Melting Point: 126-128°C
• Boiling Point: 362.854 °C at 760 mmHg
• PKA: -0.02±0.20(Predicted)
• Flash Point: 173.248 °C
• PSA: 29.54000
• Density: 1.4 g/cm³
• LogP: 3.81170
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

5-Bromoindole-1-carboxylic Acid tert-Butyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 25-36/37/38-50/53
• Safety Statements: 26-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Uses: tert-Butyl 5-bromoindoline-1-carboxylate is a brominated indoline derivative and a product of biocatalyzed halogenation of nucleobase analogs. It is used in the synthetic preparation of biologic ally active compounds such as selective human β3 adrenergic receptor agonists.

Technology Process of tert-Butyl 5-bromoindoline-1-carboxylate

There total 5 articles about tert-Butyl 5-bromoindoline-1-carboxylate 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-bromoindoline (22190-33-6) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 5-bromoindoline-1-carboxylate (261732-38-1)

Guidance literature:

In dichloromethane; at 20 ℃; for 2h;

Reference yield: 91.0%

5-bromoindoline (22190-33-6) → tert-butyl 5-bromoindoline-1-carboxylate (261732-38-1)

Guidance literature:

With di-tert-butyl dicarbonate; triethylamine; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acsmedchemlett.9b00050

Reference yield:

5-bromoindoline (22190-33-6) + tert-butyldicarbonate (34619-03-9) → tert-butyl 5-bromoindoline-1-carboxylate (261732-38-1)

Guidance literature:

5-bromoindoline; tert-butyldicarbonate; With dmap; In dichloromethane; acetonitrile; at 20 ℃; for 16h;

With hydrogenchloride; In dichloromethane; water; acetonitrile;

upstream raw materials:

5-bromoindoline

tert-butyldicarbonate

di-tert-butyl dicarbonate

5-bromo-1H-indole

Downstream raw materials:

tert-butyl 5-formyl-2,3-dihydro-1H-indol-1-carboxylate

1-(tert-butoxycarbonyl)indoline

2-phenylaniline

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indoline

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