Methyl ((tert-butoxy(hydroxy)methylidene)amino)(dimethoxyphosphoryl)acetate (HCID 397380)

Names & identifiers

Preferred name: Methyl ((tert-butoxy(hydroxy)methylidene)amino)(dimethoxyphosphoryl)acetate
IUPAC: methyl 2-dimethoxyphosphoryl-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetate
English name: (+/-)-Boc-alpha-phosphonoglycine trimethyl ester
Molecular formula: C10H20NO7P
Molecular weight: 297.24

Names & synonyms

DTXSID9092032990548-94-0Methyl ((tert-butoxy(hydroxy)methylidene)amino)(dimethoxyphosphoryl)acetateMethyl {[tert-butoxy(hydroxy)methylidene]amino}(dimethoxyphosphoryl)acetateRefChem:1089160DTXCID2096281389524-98-1Methyl 2-((tert-butoxycarbonyl)amino)-2-(dimethoxyphosphoryl)acetate(+/-)-Boc-alpha-phosphonoglycine trimethyl estermethyl 2-dimethoxyphosphoryl-2-[(2-methylpropan-2-yl)oxycarbonylamino]acetateMFCD02178893Methyl N-Boc-2-(dimethylphosphono)glycinate

Show more names

N-(tert-Butoxycarbonyl)-phosphonoglycinetrimethylesterSW-36SWF-36SKL264(+/-)-Boc-aLBoc-GlyP(O)(OMe)2OMe(+/-)-Boc-alpha-phosphono...

methyl 2-{[(tert-butoxy)carbonyl]amino}-2-(dimethoxyphosphoryl)acetateN-Boc-2-Phosphonoglycine trimethyl esterN-BUTOXYCARBONYL TRIMETHYLPHOSPHONOGLYCINE( inverted exclamation markA)-Boc-|A-phosphonoglycine trimethyl esterMETHYL 2-(TERT-BUTOXYCARBONYLAMINO)-2-DIMETHOXYPHOSPHORYL-ACETATEC10H20NO7PN-(tert-Butoxycarbonyl)-2-phosphonoglycine Trimethyl EsterBoc-(+/-)-Phosphonoglycine trimethyl ester

Database identifiers

CAS: 89524-98-1、90548-94-0
PubChem CID: 397380
DTXSID: DTXSID50327936
ChEMBL: CHEMBL1982722
EC Number: 629-296-5
Nikkaji: J1.369.477J

Properties

Computed structural properties

XLogP: 0.2
Topological polar surface area: 100 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 7
Rotatable bonds: 8
Heavy atoms: 19
Formal charge: 0
Complexity: 369

Physicochemical properties

Melting point: 67 · 67-71°C
Boiling point: 398.6 · 398.6±37.0 °C(Predicted)
Density: 1.204 · 1.204±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
pka: 9.63 · 9.63±0.46(Predicted)
form: Powder or Crystalline Powder
color: White to off-white
Water Solubility: Insoluble in water.
BRN: 4296364 · 4296364
Major Application: peptide synthesis
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
SMILES: C(OC)(=O)C(P(OC)(OC)=O)NC(OC(C)(C)C)=O
UNSPSC Code: 12352209 · 12352209
NACRES: 22 · NA.22
Symbol(GHS): 6 · GHS06
Signal word: Danger
Hazard statements: 301 · H301
Precautionary statements: 301 · P301+P310
PPE: 2 · Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Hazard Codes: T
Risk Statements: 25 · 25
Safety Statements: 45 · 45
RIDADR: 2811 · UN 2811 6.1/PG 3
WGK Germany: 3 · 3
F: 10 · 10
HazardClass: 6.1 · 6.1
PackingGroup: Ⅲ
HS Code: 29319090 · 29319090
Storage Class: 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: 3 Oral · Acute Tox. 3 Oral
Limited Quantities: 5 kg · 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H301 (83.3%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 6 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 3 (83.3%)

Safety data

F: 10
PPE: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
wgk: 3
ridadr: UN 2811 6.1/PG 3
hs_code: 29319090
risk_code: 25
Signal word: Danger
Symbol(GHS): GHS06
hazard_code: T
safety_code: 45
hazard_class: 6.1
Storage Class: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
packing_group: Ⅲ
Hazard statements: H301
Limited Quantities: 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Hazard Classifications: Acute Tox. 3 Oral
Precautionary statements: P301+P310

Chemistry & industry

Applications

UsesIt is used as Wittig-Horner reagent for preparing (Z)-Boc-protected dehydroamino acid derivatives and saturated, unnatural amino acids by subsequent asymmetric hydrogenation.

Uses(+/-)-Boc-a-phosphonoglycine trimethyl ester is used as a Wittig-Horner reagent for preparing (Z)-Boc-protected dehydroamino acid derivatives.