Tert-butyl (4-hydroxycyclohexyl)carbamate

Base Information

• Chemical Name: Tert-butyl (4-hydroxycyclohexyl)carbamate
• CAS No.: 167081-25-6
• Molecular Formula: C11H21NO3
• Molecular Weight: 215.293
• Hs Code.: 2924299090
• European Community (EC) Number: 674-501-3,835-524-6
• DSSTox Substance ID: DTXSID001347011
• Nikkaji Number: J2.774.031F
• ChEMBL ID: CHEMBL4538099
• Mol file: 167081-25-6.mol

Synonyms:111300-06-2;167081-25-6;224309-64-2;tert-butyl (4-hydroxycyclohexyl)carbamate;trans-4-Boc-aminocyclohexanol;TERT-BUTYL CIS-4-HYDROXYCYCLOHEXYLCARBAMATE;4-(BOC-AMINO)CYCLOHEXANOL;boc-trans-4-aminocyclohexanol;tert-Butyl (trans-4-hydroxycyclohexyl)carbamate;trans-4-(Boc-amino)cyclohexanol;tert-butyl (cis-4-hydroxycyclohexyl)carbamate;tert-butyl N-(4-hydroxycyclohexyl)carbamate;(4-HYDROXY-CYCLOHEXYL)-CARBAMIC ACID TERT-BUTYL ESTER;trans-n-4-boc-aminocyclohexanol;trans-n-boc-4-amino-cyclohexanol;4-N-BOC-AMINO-CYCLOHEXANOL;CIS-4-(BOC-AMINO)CYCLOHEXANOL;tert-butyl 4-hydroxycyclohexylcarbamate;cis-(4-hydroxy-cyclohexyl)-carbamic acid tert-butyl ester;trans-4-(tert-Butoxycarbonylamino)cyclohexanol;cis-(4-Hydroxycyclohexyl)carbamic acid tert-butyl ester;tert-butyl (1r,4r)-4-hydroxycyclohexylcarbamate;trans-4-Boc-amino-1-cyclohexanol;trans-(4-hydroxy-cyclohexyl)-carbamic acid tert-butyl ester;MFCD03844613;4-(tert-Butoxycarbonylamino)cyclohexanol;CIS-4-(TERT-BUTOXYCARBONYLAMINO)CYCLOHEXANOL;tert-butyl N-[cis-4-hydroxycyclohexyl]carbamate;Carbamic acid, (trans-4-hydroxycyclohexyl)-, 1,1-dimethylethyl ester;CIS-TERT-BUTYL 4-HYDROXYCYCLOHEXYLCARBAMATE;MFCD03844614;MFCD06658349;Carbamic acid, (cis-4-hydroxycyclohexyl)-, 1,1-dimethylethyl ester;tert-butyl trans-4-hydroxycyclohexylcarbamate;CARBAMIC ACID, (4-HYDROXYCYCLOHEXYL)-, 1,1-DIMETHYLETHYL ESTER;Carbamic acid, N-(trans-4-hydroxycyclohexyl)-, 1,1-dimethylethyl ester;trans-tert-Butyl (4-hydroxycyclohexyl)carbamate;(4-Hydroxycyclohexyl)carbamic Acid tert-Butyl Ester;4-(Boc-amino)cyclohexan-1-ol;cis-4-(Boc-amino)cyclohexan-1-ol;4-N-BOC-AMINocycloHEXANOL;Tert-butylcis-4-hydroxycyclohexylcarbamate;tert-butyl ((1s,4s)-4-hydroxycyclohexyl)carbamate;CIS-N-BOC-4-AMINO-CYCLOHEXANOL;trans-4-Boc- Aminocyclohexanol;tert-butyl N-[(1s,4s)-4-hydroxycyclohexyl]carbamate;tert-butyl cis-4-hydroxycyclohexanecarbamate;n-boc-4-aminocyclohexanol;trans-tert-Butyl-4-hydroxycyclohexylcarbamate;SCHEMBL746168;SCHEMBL746169;SCHEMBL1204562;SCHEMBL8292365;tert-butyl N-[(1r,4r)-4-hydroxycyclohexyl]carbamate;trans-4-n-boc-aminocyclohexanol;CHEMBL4538099;SCHEMBL12157370;trans-N-Boc-4-Aminocyclohexanol;AMY2434;AMY7864;N-4-BOC-AMINOCYCLOHEXANOL;trans-(4-Hydroxycyclohexyl)carbamic acid tert-butyl ester;4-(N-Boc-amino)-1-cyclohexanol;n-t-boc-trans-4-aminocyclohexanol;DTXSID001347011;BCP26848;cis-4-(N-BOC-amino)-cyclohexanol;N-Boc-trans-1-amino-4-cyclohexanol;AB1178;AB8310;STL133426;trans-4-(N-BOC-amino)-cyclohexanol;AKOS005068022;AKOS005259016;AKOS015841326;CARBAMIC ACID, N-(CIS-4-HYDROXYCYCLOHEXYL)-, 1,1-DIMETHYLETHYL ESTER;t-butyl (4-hydroxycyclohexyl)carbamate;AC-9183;CS-W003130;CS-W008372;CS-W022973;MB03939;N-BOC-TRANS-4-AMINOCYCLOHEXANOL;PB10279;PB29285;PS-4868;SB20768;tert-Butyl-4-hydroxycyclohexylcarbamate;tert-butyl 4-hydroxycyclohexyl-carbamate;AC-33888;AM807482;AS-11261;DS-11300;SY005434;SY019657;SY022809;TRANS-4-(BOC-AMINO)-CYCLOHEXANOL;TS-03801;t-Butyl (cis-4-hydroxycyclohexyl)carbamate;tert-Butyl-cis-4-hydroxycyclohexylcarbamate;trans-4-aminocyclohexanol, n-boc protected;t-butyl trans-4-hydroxycyclohexyl-carbamate;trans-4-(t-butoxycarbonylamino)cyclohexanol;trans-4-tert-butoxycarbonylaminocyclohexanol;B3564;B4714;B5367;FT-0600877;FT-0650782;FT-0650839;tert-Butyl(cis-4-hydroxycyclohexyl)carbamate;trans-4-tert-butoxycarbonylamino-cyclohexanol;(t-butoxy)-n-(4-hydroxycyclohexyl)carboxamide;EN300-61962;tert-butyl (cis)-4-hydroxycyclohexylcarbamate;tert-Butyl trans-4-hydroxycyclohexanecarbamate;tert-butyl(trans)-4-hydroxycyclohexylcarbamate;tert-butyl(trans-4-hydroxycyclohexyl)carbamate;trans-4-boc-aminocyclohexanol 111300-06-2;trans-4-tert-butyloxycarbonylaminocyclohexanol;cis-4-(tert.butyloxycarbonylamino)-cyclohexanol;EN300-112640;EN300-152929;tert-butyl (trans)-4-hydroxycyclohexylcarbamate;4-hydroxycyclohexylcarbamic acid tert-butyl ester;N-tert-butyloxycarbonyl-trans-4-aminocyclohexanol;tert-butyl (1s,4s)-4-hydroxycyclohexylcarbamate;tert-butyl (trans-4-hydroxycyclohexyl)-carbamate;trans-4-(N-tert-butoxycarbonylamino)cyclohexanol;4-[(TERT-BUTOXYCARBONYL)AMINO]CYCLOHEXANOL;A849179;A882282;tert-butyl trans-N-(4-hydroxycyclohexyl)carbamate;A1-51518;Q-103233;Q-103234;tert-butyl (trans +/-)-4-hydroxycyclohexylcarbamate;trans-(t-butoxy)-n-(4-hydroxycyclohexyl)carboxamide;trans-tert-butoxy-n-(4-hydroxycyclohexyl)carboxamide;1,1-dimethylethyl (trans-4-hydroxycyclohexyl)carbamate;4beta-(tert-Butoxycarbonylamino)cyclohexane-1alpha-ol;trans-(t-butoxy)-n-(4-hydroxycyclohexyl)-carboxamide;trans-tert-butoxy-n-(4-hydroxycyclohexyl) carboxamide;(trans-4-hydroxycyclohexyl)carbamic acid tert-butyl ester;F2167-1212;tert-Butyl N-(4-hydroxycyclohexyl)carbamate, AldrichCPR;Z1505691082;Z425789898;(trans-4-hydroxy-cyclohexyl)-carbamic acid tert-butyl ester;(trans-4-hydroxy-cyclohexyl)carbamic acid tert-butyl ester;cis (4-Hydroxy-cyclohexyl)-carbamic acid tert-butyl ester;trans (4-Hydroxy-cyclohexyl)-carbamic acid tert-butyl ester;(1R,4R)-(4-Hydroxy-cyclohexyl)carbamic acid tert-butyl ester;(cis)-(4-hydroxy-cyclohexyl)-carbamic acid tert-butyl ester;Carbamic acid,N-(cis-4-hydroxycyclohexyl)-,1,1-dimethylethyl ester;(4-Hydroxy-cyclohexyl)-carbamic acid tert-butyl ester;4-(Boc-amino)cyclohexanol

Chemical Property of Tert-butyl (4-hydroxycyclohexyl)carbamate

Chemical Property:

• Melting Point: 95 °C
• Boiling Point: 337.714 °C at 760 mmHg
• PKA: 12.36±0.40(Predicted)
• Flash Point: 158.044 °C
• PSA: 58.56000
• Density: 1.066 g/cm³
• LogP: 2.20550
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 215.15214353
• Heavy Atom Count: 15
• Complexity: 214

Purity/Quality:

98%,99%, ^*data from raw suppliers

cis-4-(Boc-amino)cyclohexanol ^*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)O
• Uses: cis-4-(Boc-amino)cyclohexanol is used as a reagent to synthesize pyrazolo[3,4-d]pyrimidines, compounds that potentially act as anti-inflammatory and antitumor agents

Technology Process of Tert-butyl (4-hydroxycyclohexyl)carbamate

There total 13 articles about Tert-butyl (4-hydroxycyclohexyl)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: 96.26%

di-tert-butyl dicarbonate (24424-99-5) + (1s,4s)-4-aminocyclohexan-1-ol hydrochloride (56239-26-0) → cis-(4-hydroxycyclohexyl)carbamic acid tert-butyl ester (167081-25-6)

Guidance literature:

With triethylamine; In dichloromethane; at 21 ℃; for 16h;

Reference yield: 93.8%

di-tert-butyl dicarbonate (24424-99-5) + cis-4-aminocyclohexanol (6850-65-3,27489-62-9,40525-78-8) → cis-(4-hydroxycyclohexyl)carbamic acid tert-butyl ester (167081-25-6)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 0 - 20 ℃; for 16h;

Reference yield: 91.0%

→ cis-(4-hydroxycyclohexyl)carbamic acid tert-butyl ester (167081-25-6)

Guidance literature:

upstream raw materials:

cis-4-((tert-butoxycarbonyl)amino)cyclohexyl 4-nitrobenzoate

trans-tert-butyl 4-hydroxycyclohexylcarbamate

trans-4-hydroxycyclohexylamine

di-tert-butyl dicarbonate

Downstream raw materials:

cis-4-Methylamino-cyclohexanol-⁽¹⁾

Refernces

• 1、 -. "NOVEL COMPOUNDS AND THEIR USE". Page/Page column 87-88. . Retrieved 2021/06/26.
• 2、 Gelis, Coralie,Heusler, Arne,Nairoukh, Zackaria,Glorius, Frank. "Catalytic Transfer Hydrogenation of Arenes and Heteroarenes". supporting information. p. 14090 - 14094. Retrieved 2020/10/19.