322407-34-1

Basic information

• Product Name: tert-butyl (1S,2S)-2-hydroxycyclohexylcarbamate
• Synonyms: (1S,2S)-2-(benzylaMino)cyclohexanol;(1S,2S)-2-Benzylamino-1-cyclohexanol,99%e.e.;(1S,2S)-2-Benzylamino-1-cyclohexanol, min. 98%
• CAS NO: 322407-34-1
• Molecular Formula: C₁₃H₁₉NO
• Molecular Weight: 215.28934
• Mol File: 322407-34-1.mol
• Article Data: 12

Chemical Properties

• Melting Point: 92 °C
• Boiling Point: 339.2±35.0 °C(Predicted)
• Appearance: white to light-yellow/Powder
• Density: 1.06±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 14.83±0.40(Predicted)
• CAS DataBase Reference: tert-butyl (1S,2S)-2-hydroxycyclohexylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (1S,2S)-2-hydroxycyclohexylcarbamate(322407-34-1)
• EPA Substance Registry System: tert-butyl (1S,2S)-2-hydroxycyclohexylcarbamate(322407-34-1)

Safety Data

• Statements: 11-36/37/38
• Safety Statements: 9-16-26-29-37
• TSCA: No
• Hazardous Substances Data: 322407-34-1(Hazardous Substances Data)

Usage

General Description

Tert-butyl (1S,2S)-2-hydroxycyclohexylcarbamate is a chemical compound that belongs to the class of carbamate derivatives. It is a derivative of cyclohexylcarbamate with a tert-butyl group attached to the nitrogen atom. tert-butyl (1S,2S)-2-hydroxycyclohexylcarbamate is a chiral molecule with two stereocenters, denoted by (1S, 2S)-configuration, indicating the specific orientation of substituents around the chiral centers. It is commonly used as a building block in organic synthesis and pharmaceutical research, particularly in the development of potential therapeutic agents. The presence of the hydroxyl and carbamate functional groups in this compound makes it suitable for various synthetic transformations and biological activities.

Upstream product

• 286-20-4 cyclohexane-1,2-epoxide 
• 100-46-9 benzylamine 
• 286-20-4 cyclohexene oxide 
• 931-15-7 (1S,2S)-trans-2-aminocyclohexanol 
• 100-52-7 benzaldehyde 
• 40571-86-6 (+/-)-trans-2-(benzylamino)cyclohexanol 
• 882409-00-9 (R)-mandelic acid salt of (1S,2S)-2-trans-2-(benzylamino)cyclohexanol 
• 40571-86-6 rac-(1R,2R)-2-(benzylamino)cyclohexanol 
• 32634-66-5 Di-p-toluoyl-L-tartaric acid 
• 98-88-4 benzoyl chloride 
• 157664-97-6 (1S,2S)-trans-2-(N-benzoyl)aminocyclohexanol 
• 322407-55-6 (1S,2S)-trans-2-(N,O-dibenzoyl)aminocyclohexanol 
• 98361-56-9 (1S,2S)-trans-2-[(R)-(α-methylbenzyl)amino]cyclohexanol 

Downstream Products

• 322407-58-9 (1S,2S)-trans-2-(N-benzenesulfonyl-N-benzyl)aminocyclohexyl bromoacetate 
• 322407-41-0 (1S,2S)-trans-2-(N-benzenesulfonyl-N-benzyl)aminocyclohexyl (triphenylphosphoranylidene)acetate 
• 121282-70-0 (1S,2S)-2-tert-Butoxycarbonylamino-1-cyclohexanol 
• 365996-28-7 (1S,2S)-2-(tert-butoxycarbonylamino)cyclohexyl methanesulfonate 
• 365996-29-8 (1R,2S)-2-(N-tert-butyloxycarbonylamino)-1-azidocyclohexane 
• 365996-30-1 tert-butyl ((1S,2R)-2-aminocyclohexyl)carbamate 
• 1370261-95-2 tert-butyl (1S,2R)-2-(4-(3-(2H-1,2,3-triazol-2-yl)phenylamino)-5-carbamoylpyrimidin-2-ylamino)cyclohexylcarbamate 
• 1370261-98-5 4-(3-(2H-1,2,3-triazol-2-yl)phenylamino)-2-((1R, 2S)-2-aminocyclohexylamino)pyrimidine-5-carboxamide acetic acid salt 
• 93285-88-2 (1S,2S)-2-(ethylamino)cyclohexanol 
• 174293-29-9 trans-2-(1-pyrrolidinyl)cyclohexanol 
• 882409-14-5 (1S,2S)-trans-2-(N-benzoyl-N-cyclohexylmethyl)amino-1-cyclohexanol 
• 882409-13-4 (1S,2S)-trans-2-(N-cyclohexylmethyl)amino-1-cyclohexanol 

Relevant articles and documents

Highly regioselective ring-opening of epoxides with amines: A metal- A nd solvent-free protocol for the synthesis of β-amino alcohols

We herein report a metal- A nd solvent-free acetic acid-mediated ring-opening reaction of epoxides with amines. This process provides β-amino alcohols in high yields with excellent regioselectivity. Importantly, this epoxide ring-opening protocol can be used for the introduction of amines in natural products during late-stage transformations.

THERAPEUTIC COMPOUNDS AND METHODS OF USE THEREOF

The invention provides a compound of formula I: or a pharmaceutically acceptable salt thereof, wherein the variables X, Y1-Y5, R1, R2, R3, R4, and Het have the meaning as described herein, and compositions containing such compounds and methods for using such compounds and compositions.

CYCLOHEXANEDIAMINE COMPOUNDS AND METHODS FOR THEIR PREPARATION

The present invention provides processes for the preparation of cyclohexanediamine compounds of formula Ia and intermediates thereof. The compounds are useful as Syk kinase inhibitors and in various pharmaceutical compositions, and particularly useful for treating conditions mediated at least in part by Syk kinase activity.