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190357

Sigma-Aldrich

(R)-(−)-2-Phenylglycinol

98%, for peptide synthesis

Synonyme(s) :

(R)-2-Amino-2-phenylethanol, D-(−)-α-Phenylglycinol

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About This Item

Formule linéaire :
C6H5CH(NH2)CH2OH
Numéro CAS:
56613-80-0
Poids moléculaire :
137.18
Beilstein:
2935848
Numéro CE :
260-287-5
Numéro MDL:
MFCD00008062
Code UNSPSC :
12352209
ID de substance PubChem :
24851431
Nomenclature NACRES :
NA.22
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Nom du produit

(R)-(−)-2-Phenylglycinol, 98%

Essai

98%

Activité optique

[α]24/D −31.7°, c = 0.76 in 1 M HCl

Pureté optique

ee: 99% (GLC)

Capacité de réaction

reaction type: solution phase peptide synthesis

Pf

75-77 °C (lit.)

Application(s)

peptide synthesis

Chaîne SMILES 

N[C@@H](CO)c1ccccc1

InChI

1S/C8H11NO/c9-8(6-10)7-4-2-1-3-5-7/h1-5,8,10H,6,9H2/t8-/m0/s1

Clé InChI

IJXJGQCXFSSHNL-QMMMGPOBSA-N

Application

Amino alcohol used to prepare a chiral imine or oxazolidine from ethyl trifluoropyruvate. These intermediates were then employed in a synthesis of both enantiomers of α-trifluoromethylproline.[1]
Chiral β−amino alcohol used as a synthetic building block.[2][3]

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
STBL3854
STBL0961
STBK6832
STBK5657
STBH9185

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Sigma-Aldrich

298417

(R)-(−)-Leucinol

Grégory Chaume et al.
Organic letters, 8(26), 6123-6126 (2006-12-15)
[Structure: see text] A concise synthesis of both enantiomers of alpha-Tfm-proline and (S)-alpha-Tfm-prolinol from ethyl trifluoropyruvate is reported. The key step is a diastereoselective allylation reaction of ethyl trifluoropyruvate and (R)-phenylglycinol-based oxazolidines or imine. The lactone obtained by cyclization of
Tetrahedron Letters, 45, 5287-5287 (2004)
Amedjkouh, M.; Westerlund, K.
Tetrahedron Letters, 45, 5175-5175 (2004)

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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