(R)-tert-butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate

Base Information

• Chemical Name: (R)-tert-butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate
• CAS No.: 1306763-31-4
• Molecular Formula: C₁₅H₁₈N₂O₂
• Molecular Weight: 258.32
• Mol file: 1306763-31-4.mol

Synonyms:

Chemical Property of (R)-tert-butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate

Chemical Property:

• Boiling Point: 411.9±44.0 °C(Predicted)
• PKA: 11.86±0.20(Predicted)
• Density: 1.15±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

tert-butylN-[(1S)-4-cyano-2,3-dihydro-1H-inden-1-yl]carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Physical properties: (R)-tert-butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate is a off-white To White Solid.
• Uses: (R)-tert-butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate is an amine derivative and can be used as a chiral reagent.

Technology Process of (R)-tert-butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate

There total 10 articles about (R)-tert-butyl (4-cyano-2,3-dihydro-1H-inden-1-yl)carbamate 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: 92.71%

di-tert-butyl dicarbonate (24424-99-5) + (S)-1-amino-2,3-dihydro-1H-indene-4-carbonitrile hydrochloride (1306763-57-4,1213591-14-0) → tert-butyl N-[(1S)-4-cyano-2,3-dihydro-1H-inden-1-yl]carbamate (1306763-31-4)

Guidance literature:

With triethylamine; In dichloromethane; at 5 - 20 ℃; for 2h;

Reference yield: 57.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-(1-amino-2,3-dihydro-1H-indene-1-yl)-4-carbonitrile (1213099-69-4,1213591-14-0) → tert-butyl N-[(1S)-4-cyano-2,3-dihydro-1H-inden-1-yl]carbamate (1306763-31-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1.5h;

Reference yield:

4-cyano-2,3-dihydro-1H-inden-1-one (60899-34-5) → tert-butyl N-[(1S)-4-cyano-2,3-dihydro-1H-inden-1-yl]carbamate (1306763-31-4)

Guidance literature:

Multi-step reaction with 4 steps

1: titanium(IV) tetraethanolate / toluene / 16 h / 60 °C

2: sodium tetrahydroborate / tetrahydrofuran / 1.5 h / -78 - 0 °C

3: hydrogenchloride / methanol; 1,4-dioxane / 1.5 h / 20 °C

4: triethylamine / dichloromethane / 1.5 h / 0 - 20 °C

With hydrogenchloride; titanium(IV) tetraethanolate; sodium tetrahydroborate; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; toluene;

upstream raw materials:

4-bromo-2,3-dihydroinden-1-one

4-cyano-2,3-dihydro-1H-inden-1-one

di-tert-butyl dicarbonate

(S)-(1-amino-2,3-dihydro-1H-indene-1-yl)-4-carbonitrile

Downstream raw materials:

5-(3-{(1S)-1-[(2-hydroxyethyl)amino]-2,3-dihydro-1H-inden-4-yl}-1,2,4-oxadiazol-5-yl)-2-[(propan-2-yl)oxy]benzonitrile

(S)-tert-butyl 2-(tert-butyldimethylsilyloxy)ethyl-(4-(N-hydroxycarbamimidoyl)-2,3-dihydro-1H-inden-1-yl)carbamate

(S)-1-amino-2,3-dihydro-1H-indene-4-carbonitrile hydrochloride