Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

281573

Sigma-Aldrich

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

95%

Synonym(s):

SAMP

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C6H14N2O
CAS Number:
59983-39-0
Molecular Weight:
130.19
Beilstein/REAXYS Number:
1523794
MDL number:
MFCD00064485
UNSPSC Code:
12352005
PubChem Substance ID:
24856982
NACRES:
NA.22

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

Looking for similar products? Visit Product Comparison Guide

Application

(S)-(-)-1-Amino-2-(methoxymethyl)pyrrolidine may be used as a chiral auxiliary in the asymmetric synthesis of (S)-2-ethylhexanoic acid[1] and (S)-2-n-propyl-4-pentenoic acid.[2] It can undergo 1,4-addition to (E)-alkenyl-cyclohexyl sulfonates in the presence of zinc bromide to form β-hydrazino-cyclohexyl sulfonates.[3]
Undergoes condensation reactions with carbonyl compounds to produce hydrazones which are useful synthons in highly enantioselective syntheses.[4][5][6]

Storage Class

10 - Combustible liquids

wgk_germany

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCG8108
BCBZ5445
BCBV1051
BCBN8045V
BCBK4230V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Yuanxia Qin et al.
Journal of agricultural and food chemistry, 67(11), 3168-3178 (2019-02-26)
In this study we report a secretory protein that was purified from Serratia marcescens strain S3 isolated from soil from the tobacco rhizosphere. Subsequent mass spectrometry and annotation characterized the protein as secretory alkaline metalloprotease (SAMP). SAMP plays a crucial
Synthesis, 725-725 (1993)
Asymmetric Synthesis of ?-Amino-cyclohexyl Sulfonates via azaMichael Addition
Enders D and Wallert S.
Synlett, 2002(02), 0304-0306 (2002)
Synlett, 897-897 (1992)
Asymmetric synthesis and enantioselective teratogenicity of 2-n-propyl-4-pentenoic acid (4-en-VPA), an active metabolite of the anticonvulsant drug, valproic acid.
Hauck R-S and Nau H.
Toxicology Letters, 49(1), 41-48 (1989)
View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service