tert-Butyl cyclohex-3-en-1-ylcarbamate

Base Information

• Chemical Name: tert-Butyl cyclohex-3-en-1-ylcarbamate
• CAS No.: 135262-85-0
• Molecular Formula: C11H19NO2
• Molecular Weight: 197.277
• Hs Code.: 2924299090
• European Community (EC) Number: 878-905-2
• DSSTox Substance ID: DTXSID60453836
• Nikkaji Number: J977.084D
• Mol file: 135262-85-0.mol

Synonyms:135262-85-0;tert-Butyl cyclohex-3-en-1-ylcarbamate;4-(Boc-amino)cyclohexene;tert-butyl cyclohex-3-enylcarbamate;tert-butyl N-cyclohex-3-en-1-ylcarbamate;cyclohex-3-enyl-carbamic acid tert-butyl ester;(R)-4-(Boc-amino)cyclohexene;Carbamic acid, 3-cyclohexen-1-yl-, 1,1-dimethylethyl ester (9CI);4-(tert-Butoxycarbonylamino)-1-cyclohexene;MFCD11975573;tert-butyl N-(cyclohex-3-en-1-yl)carbamate;tert-Butyl 3-cyclohexen-1-ylcarbamate;Boc-4-amino cyclohexene;N-Boc-cyclohex-3-enamine;SCHEMBL508784;DTXSID60453836;IRBIWNJTHWLIMD-UHFFFAOYSA-N;MFCD24466589;AKOS013788831;tert-Butylcyclohex-3-en-1-ylcarbamate;SB32974;BS-25615;SY020496;SY257826;CS-0341024;3-cyclohexen-1-ylcarbamic acid tert-butyl ester;EN300-3079243;A887704;Z1232901671

Chemical Property of tert-Butyl cyclohex-3-en-1-ylcarbamate

Chemical Property:

• Melting Point: 52-54 °C
• Boiling Point: 288.2±20.0 °C(Predicted)
• PKA: 12.43±0.20(Predicted)
• PSA: 41.82000
• Density: 1.00±0.1 g/cm3(Predicted)
• LogP: 2.82420
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 197.141578849
• Heavy Atom Count: 14
• Complexity: 228

Purity/Quality:

97% ^*data from raw suppliers

tert-butylcyclohex-3-enylcarbamate 97 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CCC=CC1

Technology Process of tert-Butyl cyclohex-3-en-1-ylcarbamate

There total 17 articles about tert-Butyl cyclohex-3-en-1-ylcarbamate 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: 94.0%

tert-butyl cis-4-(iodo)cyclohexylcarbamate (1204401-31-9) → 4-(tert-butoxycarbonylamino)-1-cyclohexene (135262-85-0)

Guidance literature:

With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; [CoCl₂(dmgH)2(pyridine)]; potassium carbonate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 16h; Inert atmosphere; Sealed tube; Irradiation;

DOI:10.1021/jacs.1c06768

Reference yield: 91.0%

(±)-tert-butyl octa-1,7-dien-4-ylcarbamate (210574-42-8) → 4-(tert-butoxycarbonylamino)-1-cyclohexene (135262-85-0)

Guidance literature:

Grubbs catalyst first generation; In dichloromethane; at 23 ℃; for 24h;

DOI:10.1055/s-1998-1789

Reference yield: 88.0%

trans-tert-butyl 4-hydroxycyclohexylcarbamate (111300-06-2) → 4-(tert-butoxycarbonylamino)-1-cyclohexene (135262-85-0)

Guidance literature:

trans-tert-butyl 4-hydroxycyclohexylcarbamate; With 1H-imidazole; iodine; triphenylphosphine; In dichloromethane; at 20 ℃; Inert atmosphere;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 18h; Reflux;

DOI:10.1055/s-0029-1216989

upstream raw materials:

(±)-tert-butyl octa-1,7-dien-4-ylcarbamate

cyclohex-3-enecarboxylic acid allyl ester

tert-butyl alcohol

1,2,5,6-tetrahydrobenzoic acid

Downstream raw materials:

(1RS,2SR,4SR)-2-bromo-7-azabicyclo[2.2.1]heptane

N-Ethyl-N-(cyclohex-3-enyl)-carbamic acid tert-butyl ester

tert-butyl (6-chloropyridin-3-yl)methyl(cyclohex-3-enyl)carbamate

4-[N-benzyl-N-(tert-butoxycarbonyl)amino]cyclohex-1-ene