2-Methyl-2-propanyl (4-hydroxy-2-cyclohexen-1-yl)carbamate

Base Information

• Chemical Name: 2-Methyl-2-propanyl (4-hydroxy-2-cyclohexen-1-yl)carbamate
• CAS No.: 551000-83-0
• Molecular Formula: C11H19NO3
• Molecular Weight: 213.27346
• European Community (EC) Number: 961-229-8
• Mol file: 551000-83-0.mol

Synonyms:tert-butyl N-(4-hydroxycyclohex-2-en-1-yl)carbamate;2-Methyl-2-propanyl (4-hydroxy-2-cyclohexen-1-yl)carbamate;551000-83-0;tert-Butyl n-[cis-4-hydroxycyclohex-2-en-1-yl]carbamate;205878-19-9;rac-tert-Butyl N-[(1R,4S)-4-hydroxycyclohex-2-en-1-yl]carbamate;SCHEMBL4713242;BXA00083;EN300-191113;tert-Butyl (4-hydroxycyclohex-2-en-1-yl)carbamate

Chemical Property of 2-Methyl-2-propanyl (4-hydroxy-2-cyclohexen-1-yl)carbamate

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 213.13649347
• Heavy Atom Count: 15
• Complexity: 255

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CCC(C=C1)O

Technology Process of 2-Methyl-2-propanyl (4-hydroxy-2-cyclohexen-1-yl)carbamate

There total 30 articles about 2-Methyl-2-propanyl (4-hydroxy-2-cyclohexen-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: 91.0%

tert-butyl 2-oxa-3-azabicyclo[2.2.2]oct-5-ene-3-carboxylate (110590-29-9) → (4-Hydroxy-cyclohex-2-enyl)-carbamic acid tert-butyl ester (205878-19-9,551000-83-0)

Guidance literature:

With hexacarbonyl molybdenum; In water; acetonitrile;

DOI:10.1016/S0040-4039(98)00187-7

Reference yield: 86.0%

tert-butyl 2-oxa-3-azabicyclo[2.2.2]oct-5-ene-3-carboxylate (110590-29-9) → tert-butyl (+/-)-(1S,4R)-(4-hydroxycyclohex-2-enyl)carbamate (551000-83-0)

Guidance literature:

tert-butyl 2-oxa-3-azabicyclo[2.2.2]oct-5-ene-3-carboxylate; With methanol; bis(cyclopentadienyl)titanium dichloride; zinc; In tetrahydrofuran; at -30 - -10 ℃; for 0.8h; Inert atmosphere;

With water; potassium carbonate; In tetrahydrofuran; methanol; ethyl acetate; at 20 ℃; Inert atmosphere; Saturated solution;

DOI:10.1021/jo802184y

Reference yield: 82.0%

tert-butyl carbazate (4248-19-5) + trans-2-(phenylseleno)-3-cyclohexen-1-ol (91230-04-5) → tert-butyl N-(4-hydroxy-2-cyclohexen-1-yl)carbamate (91230-18-1,551000-83-0)

Guidance literature:

With N-chloro-succinimide; N-ethyl-N,N-diisopropylamine; In methanol; 0 deg C up to r.t.;

DOI:10.1021/jo00193a041

upstream raw materials:

tert-butyl carbazate

trans-2-(phenylseleno)-3-cyclohexen-1-ol

tert-butyl 2-oxa-3-azabicyclo[2.2.2]oct-5-ene-3-carboxylate

tert-Butyl N-hydroxycarbamate

Downstream raw materials:

4R-(4-oxocyclohex-2-enyl)carbamic acid tert-butyl ester

(1R,2R,3S,4S,5S)-5-benzamido-2,3,4-trihydroxycyclohexanaminium 2,2,2-trifluoroacetate

C₁₁H₂₁NO₅

(1R,2S,5R,6R,Z)-3-(benzoyloxyimino)-5-(tert-butoxycarbonylamino)-7-oxabicyclo[4.1.0]heptan-2-ylbenzoate