106412-36-6

Basic information

• Product Name: N-BOC-CYCLOHEXAMIDE
• Synonyms: N-BOC-CYCLOHEXAMIDE;N-Boc-ε-caprolactaM
• CAS NO: 106412-36-6
• Molecular Formula: C₁₁H₁₉NO₃
• Molecular Weight: 227.3
• Mol File: 106412-36-6.mol
• Article Data: 19

Chemical Properties

• Melting Point: 35-37 °C
• Boiling Point: 120 °C(Press: 0.03 Torr)
• Flash Point: >110℃
• Appearance: /
• Density: 1.038 g/mL at 25 °C
• Refractive Index: n20/D1.468
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -2.29±0.20(Predicted)
• CAS DataBase Reference: N-BOC-CYCLOHEXAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BOC-CYCLOHEXAMIDE(106412-36-6)
• EPA Substance Registry System: N-BOC-CYCLOHEXAMIDE(106412-36-6)

Safety Data

• Hazard Codes: Xi,N
• Statements: 36/37/38-50
• Safety Statements: 26-61
• RIDADR: UN 3082 9 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 106412-36-6(Hazardous Substances Data)

Upstream product

• 105-60-2 caprolactam 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1034708-26-3 1-(tert-butoxycarbonyl)-azepane-2-carboxylic acid 

Downstream Products

• 178172-34-4 tert-butyl 2-hydroxyazepane-1-carboxylate 
• 370861-83-9 tert-butyl 7-[(diphenoxyphosphoryl)oxo]-2,3,4,5-tetrahydro-1H-azepine-1-carboxylate 
• 105-60-2 caprolactam 
• 128372-99-6 (6-oxo-6-phenyl-hexyl)-carbamic acid tert-butyl ester 
• 797762-07-3 7-[(4-diethylcarbamoyl-benzyloxy)-phenyl-phosphinoyloxy]-2,3,4,5-tetrahydro-azepine-1-carboxylic acid tert-butyl ester 
• 3338-00-9 2-phenyl-4,5,6,7-tetrahydro-3H-azepine 
• 3466-82-8 2-phenylazacycloheptane 
• 80860-42-0 tert-butyl 6-oxohexylcarbamate 
• 370861-90-8 tert-butyl 7-phenyl-2,3,4,5-tetrahydro-1H-azepine-1-carboxylate 
• 1097200-59-3 N-(tert-butyloxycarbonyl)-4,5,6,7-tetrahydro-1H-azepin-2-yl diphenylphosphinate 
• 1372716-08-9 tert-butyl 7-(diphenylphosphino)-2,3,4,5-tetrahydro-1H-azepine-1-carboxylate-borane complex 
• 1372716-11-4 tert-butyl 7-((2-methoxyphenyl)(phenyl)phosphino)-2,3,4,5-tetrahydro-1H-azepine-1-carboxylate-borane complex 
• 1370018-26-0 tert-butyl 3-(methyl(phenyl)carbamoyl)-2-oxoazepane-1-carboxylate 
• 1370018-44-2 tert-butyl 1'-methyl-2,2'-dioxospiro[azepane-3,3'-indoline]-1-carboxylate 

Relevant articles and documents

Lithiation-Substitution of N -Boc-2-phenylazepane

Preparation of 2,2-disubstituted azepanes was accomplished from N - tert -butoxy(N -Boc)-2-phenylazepane by treatment with butyllithium then electrophilic quench. The lithiation was followed by in situ ReactIR spectroscopy and the rate of rotation of the carbamate was determined by variable temperature (VT)-NMR spectroscopy and by DFT studies. Most electrophiles add α to the nitrogen atom but cyanoformates and chloroformates gave ortho -substituted products. Cyclic carbamates were formed from an aldehyde or ketone electrophile. Kinetic resolution with sparteine was only poorly selective. Removal of the Boc group promoted cyclization to a homoindolizidine or an isoindolinone.

TMSOTf-mediated approach to 1,3-oxazin-2-one skeleton through one-pot successive reduction-[4 + 2] cyclization process of imides with ynamides

A one-pot approach to access functionalized 1,3-oxazin-2-one skeleton has been developed through successive reduction and subsequent [4 + 2] cyclization process of N-Boc lactams with ynamides by TMSOTf. As a result, a number of five to seven membered ring fused bicyclic [1,2-c][1,3]oxazin-1-ones 12a-m and tricyclic derivatives 13a-f were obtained in moderate to excellent yields with excellent regioselectivities. Moreover, linear N-Boc amides 9a-e were also amenable to this transformation, and the desired 3,4-dihydro-1,3-oxazin-2-ones 14a-m were readily achieved in moderate yields with excellent regioselectivities.

Ball-milling enables highly selective solvent-free N-tert-butoxycarbonylation for activation of amides

A ball-milling enabled chemoselective activation of amides via N-tert-butoxycarbonylation catalyzed by 4-dimethylaminopyridine is described under solvent-free conditions. High chemoselectivity with respect to NH acidity of amides has been observed. A one-pot two-step procedure for selective esterification of amides has been demonstrated in model reaction of benzamides with p-cresol and benzyl alcohol.