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Chemical Structure| 1138-80-3 Chemical Structure| 1138-80-3
Chemical Structure| 1138-80-3

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Z-Gly-OH is a glycine derivative. As the smallest amino acid, glycine is crucial for neurotransmitter regulation and collagen synthesis. This derivative is useful in drug synthesis and biomaterial development.

Synonyms: N-Carboxyglycine N-benzyl ester; N-(α-Carbobenzoxy)glycine; Carbobenzoxyglycine

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Product Details of Z-Gly-OH

CAS No. :1138-80-3
Formula : C10H11NO4
M.W : 209.20
SMILES Code : O=C(O)CNC(OCC1=CC=CC=C1)=O
Synonyms :
N-Carboxyglycine N-benzyl ester; N-(α-Carbobenzoxy)glycine; Carbobenzoxyglycine
MDL No. :MFCD00002691
InChI Key :CJUMAFVKTCBCJK-UHFFFAOYSA-N
Pubchem ID :14349

Safety of Z-Gly-OH

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Z-Gly-OH

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1138-80-3 ]

[ 1138-80-3 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 35418-07-6 ]
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  • [ 79-22-1 ]
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  • [ 16741-80-3 ]
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  • [ 5908-08-7 ]
  • 4
  • [ 17019-26-0 ]
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  • [ 61487-86-3 ]
  • 5
  • [ 1138-80-3 ]
  • [ 1022-13-5 ]
  • [ 60067-08-5 ]
YieldReaction ConditionsOperation in experiment
77% With phosphorus pentachloride; hydrogen bromide; potassium hydrogencarbonate; In chloroform; water; acetic acid; b. 84 g. of N-benzyloxycarbonylglycine were suspended in 500 ml. of alcohol-free chloroform and the suspension was cooled to -20° C. The stirred suspension was treated portionwise over a period of 15 minutes with 90 g. of phosphorus pentachloride and the stirring was continued until a clear solution was obtained. At this point, the cold mixture was added dropwise over a period of 30 minutes to a cold (-5° C.) vigorously stirred emulsion consisting of 82 g. of 5-chloro-2-methyl-aminobenzophenone, 347 g. of potassium bicarbonate, 700 ml. of chloroform and 1400 ml. of water. The resulting mixture was stirred for a further 1 hour at -5° C. and then overnight at room temperature. The stirring was then discontinued and the liquid phases allowed to separate. The chloroform layer was washed three times with 500 ml. of water each time and evaporated in vacuo to give 150.7 g. of a viscous yellow gum which was shown by physical methods to be almost pure (above 95percent) 2-(N-benzyloxycarbonylamino)-N-(2-benzoyl-4 -chlorophenyl)-N-methylacetamide. The product obtained according to the preceding paragraph was dissolved in 650 ml of a 30percent solution of hydrogen bromide in glacial acetic acid and treated in an identical manner to that described in part (a) of this Example to give 2-amino-N-(2-benzoyl-4-chlorophenyl)-N-methylacetamide hydrobromide in a 77percent overall yield from 5-chloro-2-methylaminobenzophenone.
  • 6
  • C21H26N3O5Pol [ No CAS ]
  • azido-4,6-O-benzylidene-2-deoxy-3-O-levulinoyl-1-O-trifuoro-N-phenylimidate-D-galactopyranoside [ No CAS ]
  • [ 123639-61-2 ]
  • [ 71989-35-0 ]
  • [ 1138-80-3 ]
  • [ 507-09-5 ]
  • [ 55722-49-1 ]
  • C74H95N7O27 [ No CAS ]
  • C74H95N7O27 [ No CAS ]
  • 7
  • [ 1138-80-3 ]
  • [ 192130-34-0 ]
  • tert-butyl 4-(2-(2-(((benzyloxy)carbonyl)amino)acetamido)ethyl)piperazine-1-carboxylate [ No CAS ]
  • 8
  • [ 5497-76-7 ]
  • [ 1138-80-3 ]
  • [ 24277-16-5 ]
YieldReaction ConditionsOperation in experiment
1.45 g Step a) Synthesis of Z-Gly-Pro tert-Butyl EsterA solution of Z-Gly (1 .087 g, 5.2 mmol), and N-methylmorpholine (0.571 mL, 5.2 mmol) in THF (15mL), was cooled to -15C, and treated with isobutyl chloroformate (0.679 mL, 5.2 mmol). After stirring for 10 min at -15C, the mixture was treated with L-proline t-butyl ester-HCI (0.831 g, 4.0 mmol), and N- methylmorpholine (0.571 mL, 5.2 mmol). Work-up: the reaction mixture was diluted with ethyl acetate (50 mL), washed with 1 N HCL, 1 N NaHC03, and brine, then dried with anhydrous Na2S04. This solution was filtered and concentrated to give 1 .45 g of a white solid. This material was used in the next step without further purification.
 

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