Home>>(2R,3S)-N-Cbz-6-oxo-2,3-Diphenylmorpholine

(2R,3S)-N-Cbz-6-oxo-2,3-Diphenylmorpholine Sale

(Synonyms: (2R,3S)-N-苄氧羰基-2,3-二苯基吗啉-6-酮) 目录号 : GC46331

A chiral building block

(2R,3S)-N-Cbz-6-oxo-2,3-Diphenylmorpholine Chemical Structure

Cas No.:100516-54-9

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250 mg
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产品描述

(2R,3S)-N-Cbz-6-oxo-2,3-Diphenylmorpholine is a chiral building block.1,2,3 It has been used in the stereoselective synthesis of fluorescent and non-fluorescent amino acids.

1.Reno, D.S., Lotz, B.T., and Miller, M.J.Asymmetric aldol reactions using boron enolates of chiral oxazinones, synthesis of L-allo-threonineTetrahedron Lett.31(6)827-830(1990) 2.Schuerman, M.A., Keverline, K.I., and Hiskey, R.G.Chiral synthesis of L-γ-carboxyglutamic acid (L-Gla)Tetrahedron Lett.36(6)825-828(1995) 3.Sui, G., Kele, P., Orbulescu, J., et al.Synthesis of a coumarin based fluorescent amino acidLett. Pept. Sci.847-51(2001)

Chemical Properties

Cas No. 100516-54-9 SDF
别名 (2R,3S)-N-苄氧羰基-2,3-二苯基吗啉-6-酮
Canonical SMILES O=C1O[C@H](C2=CC=CC=C2)[C@H](C3=CC=CC=C3)N(C(OCC4=CC=CC=C4)=O)C1
分子式 C24H21NO4 分子量 387.4
溶解度 DMF: 10mg/mL,DMF:PBS (pH 7.2) (1:3): 0.25mg/mL,DMSO: 5mg/mL 储存条件 Store at -20°C
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溶解性数据

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1 mM 2.5813 mL 12.9066 mL 25.8131 mL
5 mM 0.5163 mL 2.5813 mL 5.1626 mL
10 mM 0.2581 mL 1.2907 mL 2.5813 mL
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Research Update

(1S,2R,3S,6S,7R)-3,7,11,11-Tetra-methyl-6,7-epoxybi-cyclo-[5.4.0]undecane-2-ol

Acta Crystallogr Sect E Struct Rep Online 2014 Apr 26;70(Pt 5):o595.PMID:24860392DOI:10.1107/S1600536814008642.

The title compound, C15H26O2, was synthesized from β-himachalene (3,5,5,9-tetra-methyl-2,4a,5,6,7,8-hexa-hydro-1H-benzo-cyclo-heptene), which was isolated from the Atlas cedar (cedrus atlantica). The mol-ecule is built up from a seven-membered ring to which a six- and a three-membered ring are fused. The seven- and six-membered rings each have a twist-boat conformation. In the crystal, O-H⋯O hydrogen bonds link the mol-ecules into zigzag chains running along the b-axis direction.

2,2'-Dimethoxy-4,4'-[rel-(2R,3S)-2,3-di-methylbutane-1,4-diyl]diphenol

Acta Crystallogr Sect E Struct Rep Online 2009 May 14;65(Pt 6):o1279.PMID:21583141DOI:10.1107/S1600536809017292.

The title mol-ecule, C(20)H(26)O(4), commonly known as meso-dihydro-guaiaretic acid, is a naturally occurring lignan extracted from Larrea tridentata and other plants. The mol-ecule has a noncrystallographic inversion center situated at the midpoint of the central C-C bond, generating the meso stereoisomer. The central C-C-C-C alkyl chain displays an all-trans conformation, allowing an almost parallel arrangement of the benzene rings, which make a dihedral angle of 5.0 (3)°. Both hydr-oxy groups form weak O-H⋯O-H chains of hydrogen bonds along [100]. The resulting supra-molecular structure is an undulating plane parallel to (010).

(2R,3S,4R,5R)-5-(4-Amino-5-iodo-7H-pyrrolo-[2,3-d]pyrimidin-7-yl)-4-fluoro-2-(hy-droxy-meth-yl)tetra-hydro-furan-3-ol

Acta Crystallogr Sect E Struct Rep Online 2014 Jan 8;70(Pt 2):o120.PMID:24764849DOI:10.1107/S1600536813034995.

The title compound, C11H12FIN4O3, is composed of a 7-carbapurine moiety connected via an N atom to 2-de-oxy-2-fluoro-β-d-ribose. The conformation about the N-glycosydic bond is -anti with χ = -129.0 (11)°. The glycosydic N-C bond length is 1.435 (14) Å. The sugar ring adopts an Nconformation with an unsymmetrical twist O-endo-C-exo ((o)T4). The conformation around the C-C bond is +sc, with a torsion angle of 53.0 (12)°. In the crystal, mol-ecules are linked by N-H⋯O hydrogen bonds, forming chains propagating along the a axis. These chains are linked via O-H⋯I and C-H⋯O hydrogen bonds, forming layers lying parallel to the c axis.

(1S,3'S,3a'R,6'S)-6'-(2-Chloro-phen-yl)-3'-[(2R,3S)-1-(4-meth-oxy-phen-yl)-4-oxo-3-phenyl-azetidin-2-yl]-2-oxo-3',3'a,4',6'-tetra-hydro-2H,2'H-spiro-[ace-naphthyl-ene-1,1'-pyrrolo-[1,2-c][1,3]thia-zole]-2',2'-dicarbo-nitrile

Acta Crystallogr Sect E Struct Rep Online 2013 Apr 17;69(Pt 5):o750-1.PMID:23723899DOI:10.1107/S1600536813009276.

The mol-ecular conformation of the title compound, C41H29ClN4O3S, is stabilized by intra-molecular C-H⋯O and C-H⋯Cl hydrogen bonds. The thia-zole ring adopts an envelope conformation with the N atom as the flap, while the pyrrolidine ring has a twisted conformation on the N-C bond involving the spiro C atom. The β la-ctam ring makes dihedral angles of 39.74 (15) and 16.21 (16)° with the mean planes of the thia-zole and pyrrolidine rings, respectively. The thia-zole ring mean plane makes dihedral angles of 23.79 (13) and 70.88 (13) ° with the pyrrolidine and cyclo-pentane rings, respectively, while the pyrrolidine ring makes a dihedral angle of 85.63 (13)° with the cyclo-pentane ring. The O atom attached to the β la-ctam ring deviates from its mean plane by 0.040 (2) Å, while the O atom attached to the cyclo-pentane ring deviates from its mean plane by 0.132 (2) Å. In the crystal, mol-ecules are linked by C-H⋯O hydrogen bonds, forming chains along [010], and C-H⋯π and π-π inter-actions [centroid-centroid distance = 3.6928 (17) Å].

(2R,3S,4R)-3,4-Isopropyl-idenedi-oxy-2-(phenyl-sulfonyl-meth-yl)pyrrolidin-1-ol

Acta Crystallogr Sect E Struct Rep Online 2012 Aug 1;68(Pt 8):o2560.PMID:22904989DOI:10.1107/S1600536812033028.

The title compound, C(14)H(19)NO(5)S, was prepared by nucleophilic addition of the lithium derivative of methyl-phenyl-sulfone to (3S,4R)-3,4-isopropyl-idene-dioxy-pyrroline 1-oxide. There are four mol-ecules in the asymmetric unit. The crystal structure determination confirms the configuration of the chiral centres as 2R,3S,4R. In the crystal, pairs of O-H⋯N hydrogen bonds link the mol-ecules into dimers.