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281573

(S)-(−)-1-Amino-2-(methoxymethyl)pyrrolidine

Name: (<I>S</I>)-(−)-1-Amino-2-(methoxymethyl)pyrrolidine
Brand: ALDRICH

95%

Synonym(s):

SAMP

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About This Item

Empirical Formula (Hill Notation):

C₆H₁₄N₂O

CAS Number:

59983-39-0

Molecular Weight:

130.19

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24856982

MDL number:

MFCD00064485

Beilstein/REAXYS Number:

1523794

Assay:

95%

Form:

liquid

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Properties

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

Description

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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