Carbamic acid, 2,4-cyclohexadien-1-yl-, 1,1-dimethylethyl ester (9CI)

Base Information

• Chemical Name: Carbamic acid, 2,4-cyclohexadien-1-yl-, 1,1-dimethylethyl ester (9CI)
• CAS No.: 612484-27-2
• Molecular Formula: C₁₁H₁₇NO₂
• Molecular Weight: 195.261
• Mol file: 612484-27-2.mol

Synonyms:Carbamic acid, 2,4-cyclohexadien-1-yl-, 1,1-dimethylethyl ester (9CI)

Chemical Property of Carbamic acid, 2,4-cyclohexadien-1-yl-, 1,1-dimethylethyl ester (9CI)

Chemical Property:

• Boiling Point: 295.6±20.0 °C(Predicted)
• PKA: 11.75±0.20(Predicted)
• PSA: 41.82000
• Density: 1.02±0.1 g/cm3(Predicted)
• LogP: 2.60020

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbamic acid, 2,4-cyclohexadien-1-yl-, 1,1-dimethylethyl ester (9CI)

There total 3 articles about Carbamic acid, 2,4-cyclohexadien-1-yl-, 1,1-dimethylethyl ester (9CI) 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: 5.0%

[(3aR,4R,7aS)-2,2-Dimethyl-6-(toluene-4-sulfonyl)-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yl]-carbamic acid tert-butyl ester → cyclohexa-2,4-dienyl-carbamic acid tert-butyl ester (612484-27-2) + ((3aR,4R,7aS)-2,2-Dimethyl-3a,4,5,7a-tetrahydro-benzo[1,3]dioxol-4-yl)-carbamic acid tert-butyl ester

Guidance literature:

With samarium diiodide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -23 ℃;

DOI:10.1016/0040-4039(94)88307-6

Reference yield:

(1R,2R,6S,7R)-4,4-Dimethyl-8-(toluene-4-sulfonyl)-3,5-dioxa-10-aza-tricyclo[5.2.1.02,6]decane-10-carboxylic acid tert-butyl ester → cyclohexa-2,4-dienyl-carbamic acid tert-butyl ester (612484-27-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / lithium bis(trimethylsilyl)amide (LHMDS) / tetrahydrofuran / -78 deg C to RT

2: 5 percent / samarium(II) iodide (SmI₂) / tetrahydrofuran; hexamethylphosphoric acid triamide / -23 °C

With samarium diiodide; lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1016/0040-4039(94)88307-6

Reference yield:

tert-butyl carbazate (4248-19-5) + cyclohexa-1,3-diene (1165952-91-9) → cyclohexa-2,4-dienyl-carbamic acid tert-butyl ester (612484-27-2)

Guidance literature:

Multistep reaction;

DOI:10.1021/ol034997x

upstream raw materials:

tert-butyl carbazate

cyclohexa-1,3-diene