tert-Butyl (trans-4-(hydroxymethyl)cyclohexyl)carbamate

Base Information

• Chemical Name: tert-Butyl (trans-4-(hydroxymethyl)cyclohexyl)carbamate
• CAS No.: 239074-29-4
• Molecular Formula: C12H23 N O3
• Molecular Weight: 229.32
• Hs Code.: 2924299090
• European Community (EC) Number: 837-874-5,837-875-0
• DSSTox Substance ID: DTXSID30441088
• Mol file: 239074-29-4.mol

Synonyms:239074-29-4;223131-01-9;tert-Butyl (trans-4-(hydroxymethyl)cyclohexyl)carbamate;tert-Butyl trans-(4-hydroxymethyl)cyclohexylcarbamate;Tert-butyl N-[4-(hydroxymethyl)cyclohexyl]carbamate;TERT-BUTYL CIS-(4-HYDROXYMETHYL)CYCLOHEXYLCARBAMATE;TERT-BUTYL (CIS-4-(HYDROXYMETHYL)CYCLOHEXYL)CARBAMATE;1334495-35-0;tert-butyl cis-4-(hydroxymethyl)cyclohexylcarbamate;C12H23NO3;trans-1-(Boc-amino)-4-(hydroxymethyl)cyclohexane;tert-butyl N-[trans-4-(hydroxymethyl)cyclohexyl]carbamate;cis-1-(Boc-amino)-4-(hydroxymethyl)cyclohexane;MFCD03844605;MFCD03844606;tert-Butyl trans-(4-hydroxymethyl)-cyclohexylcarbamate;tert-butyl [trans-4-(hydroxymethyl)cyclohexyl]carbamate;(trans-4-Hydroxymethylcyclohexyl)carbamic Acid tert-Butyl Ester;trans-N-[4-(Hydroxymethyl)cyclohexyl]carbamic acid tert-butyl ester;tert-Butyl 4-(hydroxymethyl)cyclohexylcarbamate;tert-Butyl [4-(hydroxymethyl)cyclohexyl]carbamate;TERT-BUTYL (4-(HYDROXYMETHYL)CYCLOHEXYL)CARBAMATE;TERT-BUTYL TRANS-4-(HYDROXYMETHYL)CYCLOHEXYLCARBAMATE;trans-1-(Boc-amino)cyclohexane-4-methanol;methyl)cyclohexylcarbamate;tert-Butyl trans-(4-hydroxy;tert-Butyl cis-4-(hydroxymethyl)cyclohexylcabamate;SCHEMBL343563;SCHEMBL344546;SCHEMBL944231;tert-Butyl cis-(4-hydroxymethyl)-cyclohexylcarbamate;SCHEMBL17733738;SCHEMBL19054975;tert-butyl (1r,4r)-4-(hydroxymethyl)cyclohexylcarbamate;DTXSID30441088;SGNKPJPMWHKOJO-AOOOYVTPSA-N;SGNKPJPMWHKOJO-MGCOHNPYSA-N;SGNKPJPMWHKOJO-UHFFFAOYSA-N;AMY14205;trans (4-hydroxymethyl-cyclohexyl)-carbamic acid tert-butyl ester;AKOS005264992;AKOS015954760;AKOS024462378;AT15250;SB22041;SB35561;AS-10577;DS-13363;SY029336;SY294212;AM20070473;CS-0047936;CS-0055770;CS-0444662;EN300-154301;EN300-155989;V10134;tert-Butyl cis-4-hydroxymethylcyclohexylcarbamate;A878103;A925750;t-Butyl (cis-4-(hydroxymethyl)cyclohexyl)carbamate;Tert-butylN-[4-(hydroxymethyl)cyclohexyl]carbamate;A1-00451;A1-24372;tert-butyl (cis)-4-(hydroxymethyl)cyclohexylcarbamate;tert-butyl trans-4-hydroxymethyl-cyclohexyl-carbamate;tert-butyl[trans-4-(hydroxymethyl)cyclohexyl]carbamate;trans-tert-butyl 4-(hydroxymethyl)cyclohexylcarbamate;trans-tert-butyl-4-(hydroxymethyl)cyclohexylcarbamate;tert-butyl (1s,4s)-4-(hydroxymethyl)cyclohexylcarbamate;tert-butyl (trans)-4-(hydroxymethyl)cyclohexylcarbamate;tert-Butyl trans-(4-hydroxymethyl-cyclohexyl)-carbamate;TERT-BUTYLCIS-(4-HYDROXYMETHYL)CYCLOHEXYLCARBAMATE;cis-N-(tert-Butoxycarbonyl)-4-hydroxymethylcyclohexylamine;N-tert-butoxycarbonyl-trans-4-(hydroxymethyl)cyclohexylamine;tert-butyl ((1r,4r)-4-(hydroxymethyl)cyclohexyl)carbamate;TERT-BUTYLTRANS-(4-HYDROXYMETHYL)CYCLOHEXYLCARBAMATE;(cis-4-hydroxymethyl-cyclohexyl)-carbamic acid tert-butyl ester;cis-(4-hydroxymethyl-cyclohexyl)-carbamic acid tert-butyl ester;cis-(tert-butoxy)-n-[4-(hydroxymethyl)cyclohexyl]carboxamide;tert-butyl N-[(1r,4r)-4-(hydroxymethyl)cyclohexyl]carbamate;TERT-BUTYL N-[(1S,4S)-4-(HYDROXYMETHYL)CYCLOHEXYL]CARBAMATE;trans-(4-Hydroxymethyl-cyclohexyl)-carbamic acid tert-butyl ester;Carbamic acid,N-[trans-4-(hydroxymethyl)cyclohexyl]-,1,1-dimethylethyl ester

Chemical Property of tert-Butyl (trans-4-(hydroxymethyl)cyclohexyl)carbamate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 351.603°C at 760 mmHg
• PKA: 12.50±0.40(Predicted)
• Flash Point: 166.444°C
• PSA: 58.56000
• Density: 1.05g/cm³
• LogP: 2.45310
• Storage Temp.: 2-8°C
• Solubility.: Slightly Soluble (4.4 g/L) (25°C).
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 229.16779360
• Heavy Atom Count: 16
• Complexity: 227

Purity/Quality:

97% ^*data from raw suppliers

(trans-4-Hydroxymethylcyclohexyl)carbamicAcidtert-ButylEster ^*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)CO
• Uses: trans-1-(Boc-amino)-4-(hydroxymethyl)cyclohexane is used to prepare C-2 hydroxyethyl imidazopyrrolo pyridines as JAK1 inhibitors. It is also used to prepare Mer kinase inhibitors for treatment of pediatric acute lymphoblastic leukemia.

Technology Process of tert-Butyl (trans-4-(hydroxymethyl)cyclohexyl)carbamate

There total 12 articles about tert-Butyl (trans-4-(hydroxymethyl)cyclohexyl)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: 99.6%

trans-4-(tert-butoxycarbonylamino)cyclohexanoic acid (53292-90-3,130309-46-5,53292-89-0) → trans (4-hydroxymethyl-cyclohexyl)-carbamic acid tert-butyl ester (239074-29-4)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; at -10 - 15 ℃; for 4h; Inert atmosphere; Large scale;

DOI:10.1021/acs.jmedchem.9b01439

Reference yield: 99.0%

C17H29NO6 → trans (4-hydroxymethyl-cyclohexyl)-carbamic acid tert-butyl ester (239074-29-4)

Guidance literature:

C₁₇H₂₉NO₆; With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.666667h;

With potassium hydrogensulfate; water; In methanol;

Reference yield: 95.0%

methyl (1R,4R)-4-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate (146307-51-9) → trans (4-hydroxymethyl-cyclohexyl)-carbamic acid tert-butyl ester (239074-29-4)

Guidance literature:

With methanol; lithium borohydride; In diethyl ether; for 0.75h;

DOI:10.1021/acs.jmedchem.9b00508

upstream raw materials:

trans-4-(tert-butoxycarbonylamino)cyclohexane carboxylic acid

trans-4-(tert-butoxycarbonylamino)cyclohexanoic acid

methyl (1R,4R)-4-((tert-butoxycarbonyl)amino)cyclohexane-1-carboxylate

methyl trans-4-amino-cyclohexanecarboxylate

Downstream raw materials:

((1r,4r)-4-(tert-butoxycarbonylamino)cyclohexyl)methyl 4-methylbenzene-sulfonate

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

C₁₃H₂₅NO₃

N-[trans-4-[[(methylsulfonyl)oxy]methyl]cyclohexyl]carbamic acid tert-butyl ester