145166-06-9

Basic information

• Product Name: tert-Butyl N-((2S,1S)-2-hydroxycyclohexyl)carbamate
• Synonyms: tert-Butyl N-((2S,1S)-2-hydroxycyclohexyl)carbamate;Carbamic acid, [(1S,2S)-2-hydroxycyclohexyl]-, 1,1-dimethylethyl ester (9CI);(1S,2S)-trans-N-Boc-2-Aminocyclohexanol;tert-butyl (1S,2S)-2-hydroxycyclohexylcarbamate;2S)-2-hydroxycyclohexyl]-;1S,S-Boc-2-aMinocyclohexanol;CarbaMic acid, N-[(1S,2S)-2-hydroxycyclohexyl]-, 1,1-diMethylethyl ester;tert-butyl N-[(1S,2S)-2-hydroxycyclohexyl]carbamate
• CAS NO: 145166-06-9
• Molecular Formula: C₁₁H₂₁NO₃
• Molecular Weight: 215.29
• Product Categories: API intermediates;Amino Alcohols;Chiral Building Blocks;Organic Building Blocks
• Mol File: 145166-06-9.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 337.714oC at 760 mmHg
• Flash Point: 158.044oC
• Appearance: /
• Density: 1.066g/cm3
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.485
• Storage Temp.: 2-8°C
• PKA: 12.11±0.40(Predicted)
• BRN: 5810950
• CAS DataBase Reference: tert-Butyl N-((2S,1S)-2-hydroxycyclohexyl)carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-Butyl N-((2S,1S)-2-hydroxycyclohexyl)carbamate(145166-06-9)
• EPA Substance Registry System: tert-Butyl N-((2S,1S)-2-hydroxycyclohexyl)carbamate(145166-06-9)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-50
• Safety Statements: 61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 145166-06-9(Hazardous Substances Data)

Usage

General Description

"Tert-Butyl N-((2S,1S)-2-hydroxycyclohexyl)carbamate" is a chemical compound with the molecular formula C13H24N2O3. It is a carbamate derivative, consisting of a tert-butyl group attached to a carbamate moiety, with a cyclohexyl group containing a hydroxy functionality. tert-Butyl N-((2S,1S)-2-hydroxycyclohexyl)carbamate is commonly used as a reagent in organic synthesis and pharmaceutical research, due to its ability to act as a protecting group for amines and hydroxyl groups. It is also used in the manufacturing of certain pharmaceuticals and agrochemicals. The compound has potential applications in the development of new drugs and biologically active compounds due to its unique structural features.

InChI:InChI=1/C11H21NO3/c1-11(2,3)15-10(14)12-8-6-4-5-7-9(8)13/h8-9,13H,4-7H2,1-3H3,(H,12,14)/t8-,9-/m0/s1

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 5456-63-3 trans-2-aminocyclohexanol hydrochloride 
• 931-16-8 (+/-)-trans-2-aminocyclohexanol 
• 98454-42-3 (±)-trans-2-(benzyloxy)cyclohexanamine 
• 85761-38-2 (+/-)-trans-2-benzyloxycyclohexan-1-ol 
• 931-15-7 (1S,2S)-trans-2-aminocyclohexanol 
• 108-05-4 vinyl acetate 
• 121282-70-0 (+/-)-trans-1-hydroxy-2-tert-butoxycarbonylamino-cyclohexane 
• 119479-49-1 (1S,2S)-trans-2-azidocyclohexanol 
• 764659-69-0 tert-butyl [(1S,2S)-2-(benzyloxy)cyclohexyl]carbamate 
• 286-20-4 cyclohexane-1,2-epoxide 
• 98361-56-9 (1S,2S)-trans-2-[(R)-(α-methylbenzyl)amino]cyclohexanol 
• 216394-07-9 1-(S)-trans-(S)-2-phenylmethoxycyclohexylamine 
• 115586-44-2 Butyric acid (1S,2S)-2-azido-cyclohexyl ester 

Downstream Products

• 121282-70-0 (1S,2S)-2-tert-Butoxycarbonylamino-1-cyclohexanol 
• 291533-10-3 2-(tert-butoxycarbonylamino)cyclohexanone 
• 931-15-7 (1S,2S)-trans-2-aminocyclohexanol 
• 20431-81-6 rac-trans-2-methylamino-cyclohexanol 
• 906802-36-6 (3R)-1-(2-(3,4-dimethoxyphenethoxy)cyclohexyl)-2,5-dioxopyrrolidin-3-yl acetate 
• 1360728-87-5 (3R)-1-(2-(3,4-dimethoxyphenethoxy)cyclohexyl)pyrrolidin-3-ol 
• 931-16-8 (+/-)-trans-2-aminocyclohexanol 
• 145106-47-4 (S)-N-tert-butoxycarbonyl-2-aminocyclohexanone 
• 365996-28-7 (1S,2S)-2-(tert-butoxycarbonylamino)cyclohexyl methanesulfonate 
• 365996-26-5 (+/-)-cis-N-[(5-Methyl-4,5,6,7-tetrahydrothiazolo-[5,4-c]pyridin-2-yl)carbonyl]-1,2-cyclohexanediamine 
• 365996-31-2 (1S,2R)-N₁-tert-Butoxycarbonyl-N₂-[(5-methyl-4,5, 6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)carbonyl]-1,2-cyclohexanediamine 
• 365996-29-8 (1R,2S)-2-(N-tert-butyloxycarbonylamino)-1-azidocyclohexane 
• 365996-30-1 tert-butyl ((1S,2R)-2-aminocyclohexyl)carbamate 

Relevant articles and documents

COMPOUNDS, COMPOSITIONS AND METHODS FOR SYNTHESIS

The present disclosure, among other things, provides technologies for synthesis, including reagents and methods for stereoselective synthesis. In some embodiments, the present disclosure provides compounds useful as chiral auxiliaries. In some embodiments, the present disclosure provides reagents and methods for oligonucleotide synthesis. In some embodiments, the present disclosure provides reagents and methods for chirally controlled preparation of oligonucleotides. In some embodiments, technologies of the present disclosure are particularly useful for constructing challenging internucleotidic linkages, providing high yields and stereoselectivity.

Hybrid Organo- and Biocatalytic Process for the Asymmetric Transformation of Alcohols into Amines in Aqueous Medium

A hybrid organo- and biocatalytic system for the asymmetric conversion of racemic alcohols into amines was developed. Combining an organocatalyst, AZADO, an oxidant, NaOCl, and an enzyme, ω-transaminase, we implemented a one-pot oxidation-transamination sequential process in aqueous medium. The method showed broad substrate scope and was successfully applied to conventional secondary alcohols and sterically hindered β-substituted cycloalkanols, where a highly stereoselective dynamic asymmetric bioamination enabled us to set up both contiguous stereocenters with very high enantio- and diastereomeric ratio (>90% yield, >99% ee, and up to 49:1 dr).

Chemoenzymatic preparation of optically active trans- and cis-cyclohex-4-ene-1,2-diamine and trans-6-aminocyclohex-3-enol derivatives

Lipase from Burkholderia cepacia (PSL-C) effectively catalyzed the kinetic resolution of both racemic trans-N,N-diallylcyclohex-4-ene-1,2-diamine (±)-6 and its precursor trans-6-(diallylamino)cyclohex-3-enol (±)-5. The resulting optically active vicinal diamine and β-amino alcohol were converted into a precursor of oseltamivir and a cis-cyclohex-4-ene-1,2-diamine derivative, respectively.