N-Benzoyl-(2R,3S)-3-phenylisoserine

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Names

[ CAS No. ]:
132201-33-3

[ Name ]:
N-Benzoyl-(2R,3S)-3-phenylisoserine

[Synonym ]:
(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoic acid
MFCD00274633

Chemical & Physical Properties

[ Density]:
1.316g/cm3

[ Boiling Point ]:
580.7ºC at 760 mmHg

[ Melting Point ]:
169-172 °C(lit.)

[ Molecular Formula ]:
C₁₆H₁₅NO₄

[ Molecular Weight ]:
285.29500

[ Flash Point ]:
305ºC

[ Exact Mass ]:
285.10000

[ PSA ]:
86.63000

[ LogP ]:
1.99410

[ Vapour Pressure ]:
2.51E-14mmHg at 25°C

[ Index of Refraction ]:
1.625

[ Storage condition ]:
-20℃

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

(2R,3S)-3-Amino-3-phenyl-1,2-propanediol
Benzoyl chloride
(2R,3S)-3-PHENYLISOSERINE ETHYLESTER
Bz-RS-iSer(3-Ph)-OMe
ethyl (2R,3S)-3-{[(R)-1-phenylethyl]amino}-2-hydroxy-3-phenylpropanoate
(2R,3S)-tert-butyl 3-benzamido-2-hydroxy-3-phenylpropanoate
(2R,3S)-3-Phenylisoserine hydrochloride
Benzaldehyde
N-[(1S,2S)-2-(1-ethoxyethoxy)-1-phenylbut-3-en-1-yl]benzamide

DownStream

Paclitaxel
Bz-RS-iSer(3-Ph)-OMe

Articles

Kingston, D.G.I. et al.

J. Nat. Prod. 53 , 1, (1990)

Mangatal, L. et al.

Tetrahedron 45 , 4177, (1989)

Borman, S.

Chem. Eng. News 69(35) , 11, (1991)

N-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butyl)-4-methoxy-2,3,6-trimethyl-benzenesulfonamide
N-((2R,3S)-3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide
N-((2R,3S)-3-Amino-2-hydroxy-4-phenyl-butyl)-N-isobutyl-4-methyl-benzenesulfonamide
N-((2R,3S)-3-hydroxy-2,4-dimethylpentanoyl)bornane-10,2-sultam
N-[(2R,3S)-3-Amino-2-hydroxy-4-phenylbutyl]-N-isobutyl-4-methoxybenzenesulfonamide hydrochloride
N-((2R,3S)-3-hydroxy-2-methylbutanoyl)bornane-10,2-sultam
2-[5-methoxy-2-(4-methoxyphenyl)-1H-indol-3-yl]ethan-1-amine hydrochloride
Diethyl (2R)-2-formylcyclopropane-1,1-dicarboxylate
(4S)-4-{2-[(E)-(Hydrazinylmethylidene)amino]ethyl}-L-proline
Tert-butyl (1-(thiophene-3-carbonyl)pyrrolidin-3-yl)carbamate
5-(Oct-1-en-1-yl)-1-[(1S)-1-phenylethyl]-1H-imidazole
Tert-butyl (1-(1,1-dioxidobenzo[d]isothiazol-3-yl)pyrrolidin-3-yl)carbamate
Tert-butyl (1-((5-bromothiophen-2-yl)sulfonyl)pyrrolidin-3-yl)carbamate
Tert-butyl (1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)piperidin-4-yl)carbamate
Tert-butyl (1-(6-aminoquinoxalin-2-yl)piperidin-4-yl)carbamate
Tert-butyl ((1-((2-chlorothiazol-5-yl)methyl)piperidin-2-yl)methyl)carbamate

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