ChemicalBook > CAS DataBase List > exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol

exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol

Product Name
exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol
CAS No.
419572-18-2
Chemical Name
exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol
Synonyms
tert-butyl 6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate;tert-Butyl (1R,5S,6R)-6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate;exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methano;exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol;(1R,5S,6r)-rel-3-Boc-6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane;tert-Butyl (1S,5R)-6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate;(1R,5S,6r)-tert-Butyl 6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate;tert-butyl rel-(1R,5S,6r)-6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate;rel-(1R,5S,6r)-tert-Butyl 6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate;3-Azabicyclo[3.1.0]hexane-3-carboxylic acid, 6-(hydroxymethyl)-, 1,1-dimethylethyl ester, (1α,5α,6α)-
CBNumber
CB22485584
Molecular Formula
C11H19NO3
Formula Weight
213.27
MOL File
419572-18-2.mol
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exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol Property

Boiling point:
308℃
Density 
1.157
Flash point:
140℃
storage temp. 
2-8°C
pka
14.94±0.10(Predicted)
Appearance
Colorless to off-white Viscous Liquid
InChI
InChI=1S/C11H19NO3/c1-11(2,3)15-10(14)12-4-7-8(5-12)9(7)6-13/h7-9,13H,4-6H2,1-3H3
InChIKey
JVIDPFGQYMFQDZ-UHFFFAOYSA-N
SMILES
C12C(C1CO)CN(C(OC(C)(C)C)=O)C2
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Safety

HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
B643100
Product name
exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol
Packaging
50mg
Price
$60
Updated
2021/12/16
Activate Scientific
Product number
AS12383-exo
Product name
exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol
Purity
97+%
Packaging
1g
Price
$471
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CCH0040996
Product name
TERT-BUTYL-(1R,5S,6R)-6-(HYDROXYMETHYL)-3-AZABICYCLO[3.1.0]HEXANE-3-CARBOXYLATE
Purity
98.00%
Packaging
5MG
Price
$500.78
Updated
2021/12/16
SynQuest Laboratories
Product number
4H56-1-040
Product name
exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol
Packaging
1g
Price
$590
Updated
2021/12/16
Activate Scientific
Product number
AS12383-exo
Product name
exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol
Purity
97+%
Packaging
250mg
Price
$266
Updated
2021/12/16
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exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol Chemical Properties,Usage,Production

Uses

exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol is a useful reactant in organic synthesis.

Synthesis

24424-99-5

134575-13-6

419572-18-2

The general procedure for the synthesis of tert-butyl rel-(1R,5S,6r)-6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate from di-tert-butyl dicarbonate and exo-3-azabicyclo[3.1.0]hexan-6-ylmethanol was as follows: (1R,5S,6R)-3-azabicyclo[3.1.0]hexan-6-ylmethanol (10 g. 88.4 mmol) was dissolved in a solvent mixture of dioxane and water (3:2, v/v), followed by addition of sodium hydroxide (4.2 g, 106 mmol) and di-tert-butyl dicarbonate (28.9 g, 132.6 mmol). After the reaction was carried out for 10 h, 50 mL of water was added to the reaction mixture. The reaction mixture was extracted with ethyl acetate (150 mL each time, 3 times). The organic phases were combined, washed with saturated sodium chloride solution (50 mL each time, 2 times), then dried with anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography using elution system C. The target product (1R,5S,6R)-tert-butyl 6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate (16.9 g, 89.9% yield) was obtained as a pale yellow liquid.

References

[1] Patent: US2014/336207, 2014, A1. Location in patent: Paragraph 0306; 0307
[2] Patent: EP2796460, 2014, A1. Location in patent: Paragraph 0181
[3] Patent: US2002/94989, 2002, A1
[4] Patent: US2006/47114, 2006, A1. Location in patent: Page/Page column 12-13
[5] Patent: US2006/229455, 2006, A1. Location in patent: Page/Page column 9

exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol Preparation Products And Raw materials

Raw materials

Preparation Products

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exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol Suppliers

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View Lastest Price from exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol manufacturers

Career Henan Chemical Co
Product
exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol 419572-18-2
Price
US $3.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2019-08-07

419572-18-2, exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanolRelated Search:

tert-butyl (3aS,6aR)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,3a,4,6a-tetrahydrocyclopenta[c]pyrrole-2(1H)-carboxylate 3-N-Boc-Cis-Tetrahydrofuran-3,4-Diamine tert-butyl (3aR,5s,6aS)-5-(hydroxymethyl)hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate Carbamic acid, [(3S,4S)-4-aminotetrahydro-3-furanyl]-, 1,1-dimethylethyl ester tert-butyl ((3R,4R)-4-aminotetrahydrofuran-3-yl)carbamate (6R,7S)-2-BOC-2-AZA-BICYCLO[2.2.1]HEPT-5-EN-3-ONE tert-butyl ((3S,4S)-4-aminotetrahydrofuran-3-yl)carbamate rel tert-butyl ((3R,4R)-4-hydroxytetrahydro-2H-pyran-3-yl)carbamate tert-Butyl 5-(hydroxymethyl)hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate rel-(3r,4r)-3-(boc-amino)-5-fluoropiperidine (2S,4R)-4-hydroxy-2-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester N-BOC-(3S,4S)-3,4-PYRROLIDINEDIOL tert-butyl (3S)-3-(hydroxymethyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate tert-butyl (3R,4S)-3-amino-4-methylpyrrolidine-1-carboxylate tert-butyl (3R)-3-aMino-4-(hydroxyMethyl)pyrrolidine-1-carboxyla (R)-1-BOC-3-(Hydroxymethyl)piperazine exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-carbaldehyde EXO-N-HYDROXY-7-OXABICYCLO[2.2.1]HEPT-5-ENE-2,3-DICARBOXIMIDE

  • exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol
  • tert-Butyl (1R,5S,6R)-6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
  • (1R,5S,6r)-tert-Butyl 6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
  • tert-butyl 6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
  • exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methano
  • tert-Butyl (1S,5R)-6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
  • 3-Azabicyclo[3.1.0]hexane-3-carboxylic acid, 6-(hydroxymethyl)-, 1,1-dimethylethyl ester, (1α,5α,6α)-
  • (1R,5S,6r)-rel-3-Boc-6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane
  • rel-(1R,5S,6r)-tert-Butyl 6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
  • tert-butyl rel-(1R,5S,6r)-6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate
  • 419572-18-2