CAS 112741-49-8 tert-butyl (2R,3S)-6-oxo-2,3-diphenylmorpholine-4-carboxylate (HCID 981230)

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Basic information

CAS: 112741-49-8
Standard SMILES: CC(C)(C)OC(=O)N1CC(=O)O[C@H](c2ccccc2)[C@@H]1c1ccccc1
InChIKey: MRUKRSQUUNYOFK-RBUKOAKNSA-N
Molecular formula: C21H23NO4
Average molar mass: 353.4 g/mol
Monoisotopic mass: 353.16270822

Names & identifiers

Preferred name: tert-butyl (2R,3S)-6-oxo-2,3-diphenylmorpholine-4-carboxylate
IUPAC: tert-butyl (2R,3S)-6-oxo-2,3-diphenylmorpholine-4-carboxylate
English name: tert-Butyl (2R,3S)-(-)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate
Molecular formula: C21H23NO4
Molecular weight: 353.41

Names & synonyms

112741-49-8tert-butyl (2R,3S)-6-oxo-2,3-diphenylmorpholine-4-carboxylateDTXSID90359675RefChem:891657DTXCID10310728627-288-6tert-Butyl (2R,3S)-(-)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate(2R,3S)-TERT-BUTYL 6-OXO-2,3-DIPHENYLMORPHOLINE-4-CARBOXYLATEMFCD000749554-Morpholinecarboxylicacid, 6-oxo-2,3-diphenyl-, 1,1-dimethylethyl ester, (2R,3S)-173397-90-5(2R,3S)-6-Oxo-2,3-diphenyl-4-morpholinecarboxylic Acid tert-Butyl Ester

Show more names

CIVENTICHEM CV-2654CIVENTICHEM CV-26532-Oxo-7a-hydroxy Clopidogrel(5S,6R)-N-BoC-5,6-diphenyl-2-morpholinone(5S,6R)-N-Boc-5,6-diphenylmorpholin-2-onetert-butyl (2R,3S)-(-)-6-oxo-2,3-diphenyl-4-morph(5R,6S)-(-)-4-Boc-5,6-diphenyl-2-Morpholinone, 98%(2R,3S)-(-)-2,3-Diphenyl-6-oxomorpholine, N-BOC protected

(2R,3S)-(-)-N-Boc-6-oxo-2,3-diphenylmorpholine(2R,3S)-N-BOC-6-OXO-2,3- DIPHENYLMORPHOLINE(2R-cis)-6-Oxo-2,3-diphenyl-4-morpholinecarboxylic Acid 1,1-Dimethylethyl Ester; (5S,6R)-4-tert-Butoxycarbonyl-5,6-diphenyl-morpholin-2-one; (5S,6R)-5,6-Diphenyl-4-tert-butoxycarbonylmorpholin-2-onetert-butyl (2R,3S)-6-oxo-2,3-diphenyl-morpholine-4-carboxylateSCHEMBL3706217MRUKRSQUUNYOFK-RBUKOAKNSA-NSTR08272SC3521

Properties

Computed structural properties

XLogP: 3.9
Topological polar surface area: 55.8 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 4
Heavy atoms: 26
Formal charge: 0
Complexity: 501

Physicochemical properties

Melting point: 206 °C · 206 °C (dec.)(lit.)
Boiling point: 509.6 · 509.6±50.0 °C(Predicted)
alpha: -87 · -87 º (c=5.5 in methylene chloride)
Density: 1.175 · 1.175±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
solubility: Acetone (Slightly, Heated, Sonicated), Chloroform (Slightly), DMSO (Slightly, Sonicated)
form: Solid
pka: -3.28 · -3.28±0.60(Predicted)
color: White to Off-White
optical activity: 25 · [α]25/D 87°, c = 5.5 in methylene chloride
InChI: InChI=1S/C21H23NO4/c1-21(2,3)26-20(24)22-14-17(23)25-19(16-12-8-5-9-13-16)18(22)15-10-6-4-7-11-15/h4-13,18-19H,14H2,1-3H3/t18-,19+/m0/s1
InChIKey: MRUKRSQUUNYOFK-RBUKOAKNSA-N
SMILES: N1(C(OC(C)(C)C)=O)CC(=O)O[C@H](C2=CC=CC=C2)[C@@H]1C1=CC=CC=C1
UNSPSC Code: 12352005 · 12352005

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 41 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 2934999090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications

UsesTert-Butyl (2R,3S)-(-)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate is a reactant used in the preparation of (-)-Jorumycin, (-)-Renieramycin G, 3-epi-Jorumycin, and 3-epi-Renieramycin G and colla gen cross-link pyridinolines.

Uses(2R,3S)-6-Oxo-2,3-diphenyl-4-morpholinecarboxylic Acid tert-Butyl Ester is a reactant used in the preparation of (-)-Jorumycin, (-)-Renieramycin G, 3-epi-Jorumycin, and 3-epi-Renieramycin G and collagen cross-link pyridinolines.