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73724-48-8

73724-48-8 Structure

73724-48-8 Structure
IdentificationBack Directory
[Name]

Fmoc-Thr-Obzl
[CAS]

73724-48-8
[Synonyms]

Fmoc-Thr-OBN
FMoc-Thr-obzl
Fmoc-L-Thr-OBzl
FMOC-L-THR(BZL)-OH
FMOC-THREONINE(BZL)-OH
N-A-FMOC-O-BENZYL-L-THREONINE
N-ALPHA-FMOC-O-BENZYL-L-THREONINE
N-(9-Fluorenylmethoxycarbonyl)threonine benzyl ester
N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-O-BENZYL-L-THREONINE
N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-O-BENZYL-L-THREONINE
N-ALPHA-(9-FLUOROENYLMETHYLOXYCARBONYL)-O-BENZYL-L-THREONINE
N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-threonine phenylmethyl ester
L-Threonine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, phenylmethyl ester
benzyl (2S,3R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-hydroxybutanoate
(2S,3R)-Benzyl 2-((((9H-fluoren-9-yl)Methoxy)carbonyl)aMino)-3-hydroxybutanoate
[Molecular Formula]

C26H25NO5
[MDL Number]

MFCD11505901
[MOL File]

73724-48-8.mol
[Molecular Weight]

431.48
Chemical PropertiesBack Directory
[Boiling point ]

656.9±55.0 °C(Predicted)
[density ]

1.257±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,2-8°C
[pka]

10.34±0.46(Predicted)
[Appearance]

White to off-white Solid
[InChIKey]

WQYIETDVEJEHCP-OSPHWJPCSA-N
[SMILES]

C(OCC1=CC=CC=C1)(=O)[C@H]([C@H](O)C)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
Spectrum DetailBack Directory
[Spectrum Detail]

Fmoc-Thr-Obzl(73724-48-8)1HNMR
Hazard InformationBack Directory
[Synthesis]

Fmoc(OTIPS) benzyl ester (0.87 g, 1.48 mmol) is dissolved in 7.4 mL dry CH2Cl2 under an argon atmosphere. The solution is cooled to 0°C and 7.4 mL of 40% (v/v) Piperidine solution in dry CH2Cl2 is added dropwise. After 15 min of stirring at 0°C, the mixture is concentrated in vacuo at 25°C to an oil and put immediately onto the silica column (cyclohexane/EtOAc 5: 1 + 0.5% NEt3, elution of product with 1: 1 + 0.5% NEt3). The yield of Fmoc-Thr-Obzl is 0.44 g (1.20 mmol, 81%) as a colorless oil.
[References]

[1] Tetrahedron, 2012, vol. 68, # 2, p. 697 - 704
[2] Organic and Biomolecular Chemistry, 2007, vol. 5, # 16, p. 2645 - 2657
[3] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 1, p. 145 - 156
[4] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 7, p. 1978 - 1987
[5] ChemBioChem, 2017, vol. 18, # 6, p. 527 - 538
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