methyl 2-{[(tert-butoxy)carbonyl]amino}-2-(dimethoxyphosphoryl)acetate

• ChemBase ID: 63083
• Molecular Formular: C10H20NO7P
• Molecular Mass: 297.242061
• Monoisotopic Mass: 297.09773862
• SMILES: P(=O)(OC)(C(NC(=O)OC(C)(C)C)C(=O)OC)OC
• Canonical SMILES: COC(=O)C(P(=O)(OC)OC)NC(=O)OC(C)(C)C
• InChI: InChI=1S/C10H20NO7P/c1-10(2,3)18-9(13)11-7(8(12)15-4)19(14,16-5)17-6/h7H,1-6H3,(H,11,13)
• InChIKey: LJHAPRKTPAREGO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-{[(tert-butoxy)carbonyl]amino}-2-(dimethoxyphosphoryl)acetate
• IUPAC Traditional name: methyl 2-[(tert-butoxycarbonyl)amino]-2-(dimethoxyphosphoryl)acetate
• Synonyms: N-Butoxycarbonyl trimethylphosphonoglycine; (±)-Boc-alpha-phosphonoglycine trimethyl ester; (±)-Trimethyl-Boc-α-phosphonoglycinate; (±)-Boc-α-phosphonoglycine trimethyl ester; Methyl 2-((tert-butoxycarbonyl)amino)-2-(dimethoxyphosphoryl)acetate; (+/-)-Boc-α-膦酰基甘氨酸三甲酯; (±)-三甲基-Boc-α-膦酰基甘氨酸酯; (±)-Boc-α-膦酰基甘氨酸三甲酯

Database IDs

• CAS Number: 89524-98-1
• MDL Number: MFCD02178893
• Beilstein Number: 4296364
• PubChem SID: 24846376; 162028822
• PubChem CID: 397380

CALCULATED PROPERTIES

• Acid pKa: 12.838981
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.5642678
• LogD (pH = 7.4): 0.5642664
• Log P: 0.5642679
• Molar Refractivity: 65.0966 cm^3
• Polarizability: 26.766842 Å^3
• Polar Surface Area: 100.16 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 67-71°C

Safety Information

• Storage Warning: IRRITANT
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 45
• TSCA Listed: false; 否
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: >95%; ≥97.0% (HPLC); 95%; 95+%; 98%
• Empirical Formula (Hill Notation): C10H20NO7P

DETAILS

Sigma Aldrich - 09659

Other Notes
Wittig-Horner reagent for preparing (Z)-Boc-protected dehydroamino acid derivatives; 1 and saturated, unnatural amino acids by subsequent asymmetric hydrogenation. 2,3