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Safety Information

429813

Sigma-Aldrich

(−)-N-Boc-D-α-phenylglycinol

99%

Synonym(s):

(R)-(−)-2-(Boc-amino)-2-phenylethanol

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About This Item

Linear Formula:
(CH3)3CO2CNHCH(C6H5)CH2OH
CAS Number:
102089-74-7
Molecular Weight:
237.29
Beilstein:
4688248
MDL number:
MFCD00274205
UNSPSC Code:
12352200
PubChem Substance ID:
24866892

Assay

99%

form

solid

optical activity

[α]19/D −38°, c = 1 in chloroform

optical purity

ee: 99% (GLC)

reaction suitability

reaction type: Boc solid-phase peptide synthesis

mp

137-139 °C (lit.)

application(s)

peptide synthesis

SMILES string

CC(C)(C)OC(=O)N[C@@H](CO)c1ccccc1

InChI

1S/C13H19NO3/c1-13(2,3)17-12(16)14-11(9-15)10-7-5-4-6-8-10/h4-8,11,15H,9H2,1-3H3,(H,14,16)/t11-/m0/s1

InChI key

IBDIOGYTZBKRGI-NSHDSACASA-N

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Application

Used for the synthesis of homochiral N-protected β-amino sulfoxides and α-amino acids. Chiral synthon, which undergoes heterocyclizations. Precursor to chiral oxazolidinones.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
21996PKV
21996PK
11906DO
08509HE
08811EN

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Cox, G.G. Harwood, L.M.
Tetrahedron Asymmetry, 5, 1669-1669 (1994)
Siedlecka, R. Skarzewski, J.
Synlett, 757-757 (1996)
Agami, C. et al.
Tetrahedron Letters, 34, 4509-4509 (1993)
Agami, C. et al.
Bulletin de la Societe Chimique De France, 132, 808-808 (1995)

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