281573
(S)-(−)-1-Amino-2-(methoxymethyl)pyrrolidine
95%
Synonym(s):
SAMP
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About This Item
Empirical Formula (Hill Notation):
C6H14N2O
CAS Number:
Molecular Weight:
130.19
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1523794
Assay:
95%
Form:
liquid
assay
95%
form
liquid
optical activity
[α]20/D −79°, neat
optical purity
ee: 97% (GLC)
refractive index
n20/D 1.465 (lit.)
bp
42 °C/1.8 mmHg (lit.)
density
0.97 g/mL at 25 °C (lit.)
functional group
ether
SMILES string
COC[C@@H]1CCCN1N
InChI
1S/C6H14N2O/c1-9-5-6-3-2-4-8(6)7/h6H,2-5,7H2,1H3/t6-/m0/s1
InChI key
BWSIKGOGLDNQBZ-LURJTMIESA-N
Application
(S)-(-)-1-Amino-2-(methoxymethyl)pyrrolidine may be used as a chiral auxiliary in the asymmetric synthesis of (S)-2-ethylhexanoic acid and (S)-2-n-propyl-4-pentenoic acid. It can undergo 1,4-addition to (E)-alkenyl-cyclohexyl sulfonates in the presence of zinc bromide to form β-hydrazino-cyclohexyl sulfonates.
Undergoes condensation reactions with carbonyl compounds to produce hydrazones which are useful synthons in highly enantioselective syntheses.
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
161.6 °F - closed cup
flash_point_c
72 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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