BOC-(+/-)-TRANS-2-AMINOCYCLOHEX-4-ENE-1-CARBOXYLIC ACID

Base Information

• Chemical Name: BOC-(+/-)-TRANS-2-AMINOCYCLOHEX-4-ENE-1-CARBOXYLIC ACID
• CAS No.: 865689-24-3
• Molecular Formula: C₁₂H₁₉NO₄
• Molecular Weight: 241.287
• Hs Code.: 2916200090
• Mol file: 865689-24-3.mol

Synonyms:

Chemical Property of BOC-(+/-)-TRANS-2-AMINOCYCLOHEX-4-ENE-1-CARBOXYLIC ACID

Chemical Property:

• Vapor Pressure: 1.73E-07mmHg at 25°C
• Melting Point: 120-122 °C(Solv: isopropyl ether (108-20-3))
• Boiling Point: 399.2±42.0 °C(Predicted)
• PKA: 4.42±0.40(Predicted)
• Density: 1.15±0.1 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

Boc-trans-1,2-aminocyclohex-4-ene carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: trans-6-tert-Butoxycarbonylamino-cyclohex-3-enecarboxylic Acid is used as a reactant in the synthesis of highly functionalized β-aminocyclohexanecarboxylate stereoisomers.

Technology Process of BOC-(+/-)-TRANS-2-AMINOCYCLOHEX-4-ENE-1-CARBOXYLIC ACID

There total 11 articles about BOC-(+/-)-TRANS-2-AMINOCYCLOHEX-4-ENE-1-CARBOXYLIC ACID 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: 98.0%

(1R,6R)-6-tert-butoxycarbonylamino-cyclohex-3-ene carboxylic acid methyl ester (323196-39-0) → (1R,6R)-6-tert-butoxycarbonylamino-cyclohex-3-ene carboxylic acid (323196-40-3,1226812-50-5,63216-52-4,865689-24-3)

Guidance literature:

With lithium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 78h;

DOI:10.1016/S0040-4039(00)01576-8

Reference yield: 82.0%

di-tert-butyl dicarbonate (24424-99-5) + (cis)-6-aminocyclohex-3-ene-1-carboxylic acid (54162-90-2,74952-21-9,97945-19-2,98856-64-5,128441-32-7,189125-31-3) → cis-2-(tert-butoxycarbonylamino)-4-cyclohexenecarboxylic acid (1226812-50-5,63216-52-4,865689-24-3)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 6h;

DOI:10.1055/s-0040-1706637

Reference yield: 76.0%

di-tert-butyl dicarbonate (24424-99-5) + (1R,2S)-cis-2-aminocyclohex-4-enecarboxylic acid (189125-29-9,189125-31-3) → (1R,6S)-6-(tert-butoxycarbonylamino)cyclohex-3-enecarboxylic acid (1226812-49-2,1226812-50-5,63216-52-4,865689-24-3)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 12h;

DOI:10.1002/ejoc.201100583

upstream raw materials:

cis-1,2,3,6-tetrahydrophthalic anhydride

tert-butyl alcohol

di-tert-butyl dicarbonate

(cis)-6-aminocyclohex-3-ene-1-carboxylic acid