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06044

Sigma-Aldrich

3-(Allyloxycarbonylamino)-1-propanol

≥97.0% (GC)

Synonym(s):

Allyl N-(3-hydroxypropyl)carbamate

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About This Item

Linear Formula:
CH2=CHCH2OCONH(CH2)3OH
CAS Number:
156801-29-5
Molecular Weight:
159.18
Beilstein:
7579395
MDL number:
MFCD01862884
UNSPSC Code:
12352202
PubChem Substance ID:
329748197
NACRES:
NA.22
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Quality Level

100

Assay

≥97.0% (GC)

reaction suitability

reagent type: cross-linking reagent

refractive index

n20/D 1.472

density

1.097 g/mL at 20 °C (lit.)

SMILES string

OCCCNC(=O)OCC=C

InChI

1S/C7H13NO3/c1-2-6-11-7(10)8-4-3-5-9/h2,9H,1,3-6H2,(H,8,10)

InChI key

ZKLMTPLBEYYNKM-UHFFFAOYSA-N

Other Notes

Introduction of an aminopropyl linker in a daunomycinone derivative[1]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

228.2 °F - closed cup

Flash Point(C)

109 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Zoltán Dienes et al.
The Journal of organic chemistry, 61(20), 6958-6970 (1996-10-04)
The BF(3).Et(2)O-promoted Diels-Alder addition of 1-acetylvinyl RADO(Et)-ate (RADO(Et)-ate = 3-ethyl-2-oxo-6,8-dioxa-3-azabicyclo[3.2.1]octane-7-exo-carboxylate) to 1-(dimethoxymethyl)-2,3,5,6-tetramethylidene-7-oxabicyclo[2.2.1]heptane led to one major monoadduct that added to 1,2-didehydrobenzene and was converted into (-)-4-demethoxy-7-deoxydaunomycinone and (2R)-12-acetoxy-2-acetyl-5-(bromomethyl)-1,2,3,4-tetrahydronaphthacen-2-yl RADO(Et)-ate. The latter compound was used to construct (8R)-8-acetyl-6,8-dihydroxy-11-[[(3'-[(aminopropyl)oxy]-, -4'-[(aminobutyl)oxy], and -5'-[(aminopentyl)oxy]methyl]-7,8,9,10-tetrahydronaphthacene-5,12-dione

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