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248886

(1R,2R)-(−)-2-Amino-1-phenyl-1,3-propanediol

Name: (1<I>R</I>,2<I>R</I>)-(−)-2-Amino-1-phenyl-1,3-propanediol
Brand: ALDRICH

98%

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About This Item

Linear Formula:

C₆H₅CH(OH)CH(NH₂)CH₂OH

CAS Number:

46032-98-8

Molecular Weight:

167.21

NACRES:

NA.22

PubChem Substance ID:

24854958

UNSPSC Code:

12352116

EC Number:

256-250-8

MDL number:

MFCD00069617

Assay:

98%

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Properties

assay

98%

optical activity

[α]23/D −37°, c = 1 in 1 M HCl

mp

112-118 °C (lit.)

functional group

amine, hydroxyl, phenyl

SMILES string

N[C@H](CO)[C@H](O)c1ccccc1

InChI

1S/C9H13NO2/c10-8(6-11)9(12)7-4-2-1-3-5-7/h1-5,8-9,11-12H,6,10H2/t8-,9-/m1/s1

InChI key

JUCGVCVPNPBJIG-RKDXNWHRSA-N

Description

Application

(1R,2R)-(−)-2-Amino-1-phenyl-1,3-propanediol can be used as a starting material to prepare:

Diaryl sulfides, used to synthesize sulfimides and N-tosylsulfimides, applicable as chiral ligands.
(S,S)-Reboxetine, a selective norepinephrine reuptake inhibitor (NRI).
L-2-Mercaptosuccinic acid, used in the synthesis of polyester with mercapto group.

pictograms

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Direct enzymatic synthesis of a polyester with free pendant mercapto groups

Kato M, et al.

Biomacromolecules, 10(2), 366-373 (2009)

Syntheses of (S,S)-reboxetine via a catalytic stereospecific rearrangement of beta-amino alcohols

Metro T, et al.

The Journal of Organic Chemistry, 73(2), 707-710 (2008)

Catalytic diastereoselective sulfimidation of diaryl sulfides and application of chiral sulfimides to asymmetric allylic alkylation.

H Takada et al.

Chirality, 12(5-6), 299-312 (2000-05-29)

The copper-catalyzed diastereoselective imidation of diaryl sulfides bearing a chiral oxazolinyl moiety at the ortho-position with [N-(p-toluenesulfonyl) imino]phenyliodinane (TsN=IPh) or Chloramine-T trihydrate [TsN(Cl)Na.3H2O] was successfully carried out to give the corresponding optically active N-tosylsulfimides in good yields. For example, the

Global Trade Item Number

SKU	GTIN
248886-1G	04061825932026
248886-5G	04061832718927