5456-63-3

Usage

Chemical Properties

white or beige to light brown crystalline powder

Uses

NSC 21550 is used in preparation of Benzoxazinone derivatives.

InChI:InChI=1/C6H13NO/c7-5-3-1-2-4-6(5)8/h5-6,8H,1-4,7H2/t5-,6-/m0/s1

Upstream product

• 5450-83-9 N-(cis-2-hydroxycyclohexyl)benzamide 
• 57707-58-1 cis-2-benzamidocyclohexyl benzoate 
• 83152-89-0 trans-2-isocyano-2-methylcyclohexanol 
• 148202-10-2 (+/-)-trans-2-benzylidenamino-cyclohexanol 
• 40571-86-6 rac-(1R,2R)-2-(benzylamino)cyclohexanol 
• 83152-97-0 trans-2-isocyano-1-cyclohexanol 
• 106729-82-2 (1R,2R,6R)-2-Bromo-6-[3H-isobenzofuran-(1Z)-ylideneamino]-cyclohexanol 
• 822-67-3 Cyclohex-2-enol 
• 106729-82-2 1,2-trans-1,6-cis-2-bromo-6-(1,3-dihydroisobenzofuran-1-ylideneamino)-cyclohexanol 
• 106729-81-1 o-cyclohex-2-enylcarbamoylbenzyl alcohol 
• 1541-26-0 2-cyclohex-2-enyl-isoindole-1,3-dione 
• 116429-76-6 ((3aS,4S,7aS)-4-Bromo-2-ethoxy-2-phenyl-hexahydro-benzooxazol-3-yl)-phenyl-methanone 
• 106729-73-1 cyclohex-2-enyl-N-benzoylbenzimidate 
• 106729-74-2 1,2-cis-2,3-trans-2-benzamido-3-bromocyclohexyl benzoate 

Downstream Products

• 364753-67-3 C₂₂H₃₀N₄O₆ 
• 364753-66-2 C₂₂H₃₀N₄O₆ 
• 156672-01-4 [(R)-1-((1R,2R)-2-Hydroxy-cyclohexylcarbamoyl)-2-(1H-indol-3-yl)-1-methyl-ethyl]-carbamic acid adamantan-2-yl ester 
• 156672-01-4 PD 144598 
• 121282-70-0 (+/-)-trans-1-hydroxy-2-tert-butoxycarbonylamino-cyclohexane 
• 38382-30-8 trans-(2-(phenylamino)cyclohexanol) 
• 5450-83-9 trans-2-(N-phenylcarbonylamino)-1-cyclohexanol 
• 117416-50-9 N-banzyl cis-cyclohexano -2-oxazolidone 
• 79926-76-4 methyl trans(2-hydroxycyclohexyl)carbamate 
• 38898-70-3 cis-2-amino-cyclohexanol-⁽¹⁾ 
• 190848-36-3 (1S,2S)-N-(2-hydroxycyclohexyl)acetamide 

Relevant academic research and scientific papers

Improved Procedure for the Selective N-Debenzylation of Benzylamines by Diisopropyl Azodicarboxylate

The selective deprotection of N-benzyl group was achieved in the presence of azido, O-benzyl, and N-tosyl groups in reactions of benzylamines derived from 1,6-anhydro-β-D-glucopyranose with diisopropyl azodicarboxylate (DIAD) in THF. The key role of this solvent and the reaction pathway are presented together with proven reaction intermediates.

Stereocontrolled Preparation of Cyclohexane Amino Alcohols Utilising a Modified Mitsunobu Reaction

A method for the introduction of amino groups into aliphatic systems is described.Cyclohex-2-enol reacts with aromatic diacylamines under Mitsunobu reaction conditions to give either N-alkylated or O-alkylated products in a controlled, predictable manner.

SYNTHESIS OF (L)-DAUNOSAMINE AND RELATED AMINO SUGARS

1-(2-Furyl)ethanol (6) has been converted into methyl (+/-)-daunosaminide (1) and methyl (+/-)-ristosaminide (3) by use of an intramolecular cyclisation of a trichloroacetimidate group. (+/-)-Daunosamine (1) has been obtained more directly from the alcohol (10) by use of a modified Mitsunobu reaction; the scope of the latter reaction has been explored using cyclohex-2-en-1-ol as a model substrate.Asymmetric reduction of 2-acetylfuran (5) has given (S)-1-(2-furyl)ethanol (46) in good enantiomeric excess, thus providing a short route to the L-enantiomers of the amino sugars (1), (2), and (3) from a cheap, non-carbohydrate precursor.

NEW ROUTES TO CIS-1,2-HYDROXYAMINES AND RELATED SYSTEMS

Use of modified Mitsunobu reactions followed by intramolecular cyclisations have been used to prepare cis-1,2-hydroxyamines, cis-1,3-hydroxyamines, 1,2,3-dihydroxyamines and 1,2,3-diaminoalcohols from allylic alcohols