ChemicalBook > CAS DataBase List > Boc-D-Phenylglycine

Boc-D-Phenylglycine

Product Name
Boc-D-Phenylglycine
CAS No.
33125-05-2
Chemical Name
Boc-D-Phenylglycine
Synonyms
BOC-D-PHG-OH;BOC-PHG-OH;(R)-2-((tert-butoxycarbonyl)aMino)-2-phenylacetic acid;FS000066;BOC-L-PHG;ST5210539;BOC-L-PHG-OH;Boc-D-PhenyL;BOC-PHENYLGLYCINE;BOC-(PHENYL)GLY-OH
CBNumber
CB1176908
Molecular Formula
C13H17NO4
Formula Weight
251.28
MOL File
33125-05-2.mol
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Boc-D-Phenylglycine Property

Melting point:
88-91 °C
alpha 
-142 º (c=1% in ethanol)
Boiling point:
407.2±38.0 °C(Predicted)
Density 
1.182±0.06 g/cm3(Predicted)
refractive index 
-140 ° (C=1, EtOH)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
DMSO, Methanol
form 
Crystalline Powder
pka
3.51±0.10(Predicted)
color 
White
optical activity
[α]20/D 141.0±5.0°, c = 1% in ethanol
Water Solubility 
Insoluble in water. Slightly soluble in DMSO and methanol.
BRN 
3033982
InChI
InChI=1S/C13H17NO4/c1-13(2,3)18-12(17)14(9-11(15)16)10-7-5-4-6-8-10/h4-8H,9H2,1-3H3,(H,15,16)
InChIKey
KIAPYAZGXJCKQL-UHFFFAOYSA-N
SMILES
C(O)(=O)CN(C(OC(C)(C)C)=O)C1=CC=CC=C1
CAS DataBase Reference
33125-05-2(CAS DataBase Reference)
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Safety

Safety Statements 
24/25
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29242990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.53101-M
Product name
Boc-D-Phg-OH
Purity
Novabiochem?
Packaging
5G
Price
$175.7
Updated
2025/07/31
Sigma-Aldrich
Product number
8.53101-M
Product name
Boc-D-Phg-OH
Purity
Novabiochem?
Packaging
25g
Price
$1010
Updated
2025/07/31
Sigma-Aldrich
Product number
15487
Product name
Boc-D-Phg-OH
Purity
≥99.0% (TLC)
Packaging
1g
Price
$65
Updated
2023/06/20
Sigma-Aldrich
Product number
15487
Product name
Boc-D-Phg-OH
Purity
≥99.0% (TLC)
Packaging
5g
Price
$135
Updated
2023/06/20
TCI Chemical
Product number
B3230
Product name
N-(tert-Butoxycarbonyl)-D-2-phenylglycine
Purity
>98.0%(T)
Packaging
1g
Price
$17
Updated
2025/07/31
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Boc-D-Phenylglycine Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

It is a reagent of choice for assignment of absolute configuration of chiral primary amines by 1H NMR, giving better results than Mosher's acid ((R)-(+)-?-Methoxy-?-(trifluoromethyl)-phenyl-acetic acid. αR)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]-benzeneacetic Acid is D-(+)-2-Phenylglycine with Boc protecting group. (αR)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]-benzeneacetic Acid is used as part of a catalyst combination to catalyze regioselective [4 + 2] cycloadditions of β-substituted cyclic enones and polyconjugated malononitriles. It can also be used to catalyze stereoselective preparation of polyfunctional nitrocyclohexene carboxaldehydes.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

24424-99-5

875-74-1

33125-05-2

(1) A mixture of (R)-2-amino-2-phenylacetic acid (200 g, 1.32 mol) and potassium carbonate (218 g, 1.58 mol) was dissolved in a solvent mixture of water (2.0 L) and methanol (0.5 L), and cooled to a temperature of less than 10°C. Di-tert-butyl dicarbonate (288 g, 1.32 mol) was added dropwise, and the reaction was stirred at room temperature after the addition. After the addition, the reaction was stirred at room temperature overnight. After completion of the reaction, the pH of the reaction solution was adjusted to 4-5 with 1 N hydrochloric acid, followed by extraction with ethyl acetate (1.0 L × 3). The organic phases were combined, washed with saturated saline (1.0 L × 1), dried over anhydrous sodium sulfate and concentrated under reduced pressure to give a white solid product (315 g) in 95% yield.

References

[1] Journal of Medicinal Chemistry, 2013, vol. 56, # 20, p. 8049 - 8065
[2] Journal of Medicinal Chemistry, 1991, vol. 34, # 3, p. 968 - 978
[3] Tetrahedron Letters, 1995, vol. 36, # 29, p. 5227 - 5230
[4] Patent: CN104592163, 2016, B. Location in patent: Paragraph 0041; 0042
[5] Patent: CN106748892, 2017, A. Location in patent: Paragraph 0051; 0053; 0054; 0055

Boc-D-Phenylglycine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Boc-D-Phenylglycine manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Boc-D-Phenylglycine 33125-05-2
Price
US $0.00/Kg/Drum
Min. Order
1KG
Purity
98%min
Supply Ability
500kgs
Release date
2021-09-23
Sichuan HongRi Pharma-Tech Co.,Ltd
Product
Boc-D-Phg-OH 33125-05-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1T+
Release date
2023-10-11
Henan Aochuang Chemical Co.,Ltd.
Product
Boc-D-Phenylglycine 33125-05-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-12

33125-05-2, Boc-D-PhenylglycineRelated Search:


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  • N-ALPHA-T-BUTOXYCARBONYL-T-PHENYLGLYCINE
  • N-ALPHA-TERT-BUTYLOXYCARBONYL-L-PHENYLGLYCINE
  • RARECHEM EM WB 0179
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  • Boc-D-α-phenylglycine
  • (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-2-phenylaceticaci
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