Dimethyl (±)-(1S*,2R*,3S*)-[3-Phenyl-1-(N-Phenylcarbamoyloxy)-2, 3-Epoxypropyl]-Phosphonate

T. Boehlow; A. De La Cruz; N. P. Rath; C. D. Spilling

doi:10.1107/S0108270197010408

Dimethyl (±)-(1S,2R,3S*)-[3-Phenyl-1-(N-Phenylcarbamoyloxy)-2, 3-Epoxypropyl]-Phosphonate

T. Boehlow, A. De La Cruz, N. P. Rath, C. D. Spilling

University of Missouri-St. Louis

Research output: Contribution to journal › Article › peer-review

Abstract

The crystal structure of the racemic title compound, C18H20NO6P, m.p. 428-431 K, has been determined by X-ray diffraction. The title compound consists of a tetrahedral P atom bonded to two methoxy groups, and an alkyl chain. The alkyl chain was substituted at position 1 with a carbamate and with an epoxide at positions 2 and 3. The relative configuration of the 1-carbamate and 2,3-epoxide substituents was confirmed as anti (1S,2R,3S). The crystal structure contains an enantiomeric pair with two intermolecular hydrogen bonds in a 14-membered ring. The hydrogen bonds are formed between the P=O of one enantiomer and the N-H of the other.

Original language	American English
Journal	Acta Crystallographica Section C-crystal Structure Communications
Volume	53
DOIs	https://doi.org/10.1107/S0108270197010408
State	Published - Dec 15 1997

Disciplines

Chemistry

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Cite this

@article{9df9c014f046474bb1d355bdae825c9b,

title = "Dimethyl (±)-(1S*,2R*,3S*)-[3-Phenyl-1-(N-Phenylcarbamoyloxy)-2, 3-Epoxypropyl]-Phosphonate",

abstract = " The crystal structure of the racemic title compound, C18H20NO6P, m.p. 428-431 K, has been determined by X-ray diffraction. The title compound consists of a tetrahedral P atom bonded to two methoxy groups, and an alkyl chain. The alkyl chain was substituted at position 1 with a carbamate and with an epoxide at positions 2 and 3. The relative configuration of the 1-carbamate and 2,3-epoxide substituents was confirmed as anti (1S,2R,3S). The crystal structure contains an enantiomeric pair with two intermolecular hydrogen bonds in a 14-membered ring. The hydrogen bonds are formed between the P=O of one enantiomer and the N-H of the other.",

author = "T. Boehlow and {De La Cruz}, A. and Rath, {N. P.} and Spilling, {C. D.}",

year = "1997",

month = dec,

day = "15",

doi = "10.1107/S0108270197010408",

language = "American English",

volume = "53",

journal = "Acta Crystallographica Section C-crystal Structure Communications",

}

TY - JOUR

T1 - Dimethyl (±)-(1S*,2R*,3S*)-[3-Phenyl-1-(N-Phenylcarbamoyloxy)-2, 3-Epoxypropyl]-Phosphonate

AU - Boehlow, T.

AU - De La Cruz, A.

AU - Rath, N. P.

AU - Spilling, C. D.

PY - 1997/12/15

Y1 - 1997/12/15

N2 - The crystal structure of the racemic title compound, C18H20NO6P, m.p. 428-431 K, has been determined by X-ray diffraction. The title compound consists of a tetrahedral P atom bonded to two methoxy groups, and an alkyl chain. The alkyl chain was substituted at position 1 with a carbamate and with an epoxide at positions 2 and 3. The relative configuration of the 1-carbamate and 2,3-epoxide substituents was confirmed as anti (1S,2R,3S). The crystal structure contains an enantiomeric pair with two intermolecular hydrogen bonds in a 14-membered ring. The hydrogen bonds are formed between the P=O of one enantiomer and the N-H of the other.

AB - The crystal structure of the racemic title compound, C18H20NO6P, m.p. 428-431 K, has been determined by X-ray diffraction. The title compound consists of a tetrahedral P atom bonded to two methoxy groups, and an alkyl chain. The alkyl chain was substituted at position 1 with a carbamate and with an epoxide at positions 2 and 3. The relative configuration of the 1-carbamate and 2,3-epoxide substituents was confirmed as anti (1S,2R,3S). The crystal structure contains an enantiomeric pair with two intermolecular hydrogen bonds in a 14-membered ring. The hydrogen bonds are formed between the P=O of one enantiomer and the N-H of the other.

U2 - 10.1107/S0108270197010408

DO - 10.1107/S0108270197010408

M3 - Article

VL - 53

JO - Acta Crystallographica Section C-crystal Structure Communications

JF - Acta Crystallographica Section C-crystal Structure Communications

ER -