BOC-Glycine Chemical Properties

Melting point:

86-89 °C(lit.)

Boiling point:

306.47°C (rough estimate)

Density 

1.2843 (rough estimate)

refractive index 

1.4353 (estimate)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

form 

Powder

pka

4.00±0.10(Predicted)

color 

White to off-white

Water Solubility 

soluble

BRN 

1101514

Major Application

peptide synthesis

InChI

InChI=1S/C7H13NO4/c1-7(2,3)12-6(11)8-4-5(9)10/h4H2,1-3H3,(H,8,11)(H,9,10)

InChIKey

VRPJIFMKZZEXLR-UHFFFAOYSA-N

SMILES

C(O)(=O)CNC(OC(C)(C)C)=O

CAS DataBase Reference

4530-20-5(CAS DataBase Reference)

EPA Substance Registry System

Glycine, N-[(1,1-dimethylethoxy)carbonyl]- (4530-20-5)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-41-36/37/38-20/21/22

Safety Statements 

26-36/37/39-39-36

RIDADR 

UN2811

WGK Germany 

3

TSCA 

TSCA listed

HazardClass 

6.1

HS Code 

29241990

Storage Class

11 - Combustible Solids

MSDS

• Language:English Provider:Boc-Gly-OH
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

BOC-Glycine Usage And Synthesis

Chemical Properties

White To Off-White Powder

Uses

Boc-Gly-OH can be used:

• For the esterification reaction to synthesize N-Boc amino acid esters for peptide chemistry.
• For the synthesis of tripeptide H-Gly-Pro-Glu-OH, analogs of neuroprotective drugs.
• As a promoter for the allylation of hydrazones and isatin.

Uses

BOC-Glycine is used in the composition of drugs containing Ketoprofen, and Sodium hyaluronate as antiinflammatory agents.

Synthesis Reference(s)

Tetrahedron Letters, 16, p. 4393, 1975 DOI: 10.1016/S0040-4039(00)91133-X

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

1. 18.1g L-glycine, 100ml water was added to the reaction flask and stirred. Add 16g of sodium hydroxide configured 0.01mol/L alkaline solution adjusted to alkaline. Then 8g of (Boc)2O was added and reacted for 2 hours, then 8g of (Boc)2O was added and reacted for 2 hours and finally 9g of (Boc)2O was added and reacted for 4 hours.

2. The impurities were extracted three times with hexane 12 ml/time. 3 mol/L hydrochloric acid was used to adjust the PH=3 and then the product was extracted three times with dioxane 0.6 L/time. Combine the ester layers and wash with brine to neutral. Add 15 g of anhydrous sodium sulfate to dry for 10 hours.

3. Filter, concentrate the filtrate dry under reduced pressure, add 60 ml of hexane and stir to crystallize. Centrifuged out the product and dried. Obtained product 25.0 g. Yield 93.87%.

BOC-Glycine(4530-20-5)Related Product Information

• tert-Butanol
• N-(tert-Butoxycarbonyl)-L-phenylalanine
• Boc-Aib-OH
• N-Carbobenzyloxyglycine
• 4-Aminophenylacetic acid
• Glycine
• 4-Hydroxy-D-(-)-2-phenylglycine
• Betaine
• Boc-D-Glutamine
• BOC-PRO-PRO-OH
• BOC-CYS(4-MEOBZL)-OH
• BOC-N-ETHYL GLYCINE
• BOC-GLY-LEU-OH
• BOC-N-Methyl-L-alanine
• BOC-NVA-OH
• BOC-L-Tyrosine
• BOC-L-Serine
• N-(tert-Butoxycarbonyl)-L-alanine