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Key Documents

376353

Sigma-Aldrich

Z-Phosphonoglycine trimethyl ester

97%

Synonym(s):

(±)-Z-Phosphonoglycine trimethyl ester, (±)-Methyl 2-benzyloxycarbonylamino-2-(dimethoxyphosphinyl) acetate, (±)-Trimethyl Z-phosphonoglycinate

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About This Item

Linear Formula:
(CH3O)2P(O)CH(NHCO2CH2C6H5)CO2CH3
CAS Number:
Molecular Weight:
331.26
Beilstein:
5764460
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

reaction suitability

reaction type: solution phase peptide synthesis

mp

77-80 °C (lit.)

application(s)

peptide synthesis

SMILES string

COC(=O)C(NC(=O)OCc1ccccc1)P(=O)(OC)OC

InChI

1S/C13H18NO7P/c1-18-12(15)11(22(17,19-2)20-3)14-13(16)21-9-10-7-5-4-6-8-10/h4-8,11H,9H2,1-3H3,(H,14,16)

InChI key

GSYSFVSGPABNNL-UHFFFAOYSA-N

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Application

Starting material for the synthesis of (Z)-dehydroamino acids by Wittig-Horner reaction with aldehydes; the dehydroamino acids can be stereoselectively reduced to amino acids.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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