TERT-BUTYL TRANS-4-FORMYLCYCLOHEXYLCARBAMATE

Base Information

• Chemical Name: TERT-BUTYL TRANS-4-FORMYLCYCLOHEXYLCARBAMATE
• CAS No.: 181308-57-6
• Molecular Formula: C12H21NO3
• Molecular Weight: 227.304
• Hs Code.: 2924299090
• European Community (EC) Number: 869-344-4,874-981-6
• Mol file: 181308-57-6.mol

Synonyms:TERT-BUTYL TRANS-4-FORMYLCYCLOHEXYLCARBAMATE

Chemical Property of TERT-BUTYL TRANS-4-FORMYLCYCLOHEXYLCARBAMATE

Chemical Property:

• Boiling Point: 339.5±31.0 °C(Predicted)
• PKA: 12.33±0.40(Predicted)
• PSA: 55.40000
• Density: 1.04±0.1 g/cm3(Predicted)
• LogP: 2.65970
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 227.15214353
• Heavy Atom Count: 16
• Complexity: 250

Purity/Quality:

99% ^*data from raw suppliers

tert-ButylTrans-4-formylcyclohexylcarbamate ^*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)C=O
• Uses: trans-4-(Boc-amino)cyclohexanecarboxaldehyde is used as a intermediate in pharmaceutical.

Technology Process of TERT-BUTYL TRANS-4-FORMYLCYCLOHEXYLCARBAMATE

There total 10 articles about TERT-BUTYL TRANS-4-FORMYLCYCLOHEXYLCARBAMATE 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: 99.0%

trans-ethyl 4-((tert-butoxycarbonyl)amino)cyclohexanecarboxylate → trans-(4-formyl-cyclohexyl)-carbamic acid tert-butyl ester (181308-57-6)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; Inert atmosphere;

DOI:10.1021/jm401318w

Reference yield: 94.0%

trans (4-hydroxymethyl-cyclohexyl)-carbamic acid tert-butyl ester (239074-29-4) → trans-(4-formyl-cyclohexyl)-carbamic acid tert-butyl ester (181308-57-6)

Guidance literature:

With sulfur trioxide pyridine complex; N-ethyl-N,N-diisopropylamine; In dichloromethane; dimethyl sulfoxide; at 0 - 20 ℃;

Reference yield:

methyl (1R,4R)-4-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate (146307-51-9) → trans-(4-formyl-cyclohexyl)-carbamic acid tert-butyl ester (181308-57-6)

Guidance literature:

Multi-step reaction with 2 steps

1: calcium chloride; sodium tetrahydroborate / tetrahydrofuran; ethanol / 20 °C

2: dichloromethane; dimethyl sulfoxide / 0.25 h / 20 °C

With sodium tetrahydroborate; calcium chloride; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide;

upstream raw materials:

trans (4-hydroxymethyl-cyclohexyl)-carbamic acid tert-butyl ester

trans-4-aminocyclohexanecarboxylic acid hydrochloric acid

ethyl trans-4-aminocyclohexanecarboxylate

trans-4-(tert-butoxycarbonylamino)cyclohexanoic acid

Downstream raw materials:

trans, trans-[4-(4-phenyl-but-1-enyl)-cyclohexyl]-carbamic acid tert-butyl ester

tert-butyl ((trans)-4-vinylcyclohexyl)carbamate

C₂₆H₃₉N₃O₄

{4-[({4-[7-((R)-sec-butoxy)-1-(4-chloro-phenyl)-6-methoxy-3-oxo-3,4-dihydro-1H-isoquinolin-2-yl]-phenyl}-methyl-amino)-methyl]-trans-cyclohexyl}-carbamic acid tert-butyl ester