ChemicalBook > CAS DataBase List > 3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid

3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid

Product Name
3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid
CAS No.
119736-16-2
Chemical Name
3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid
Synonyms
BPCA;Baloxavir Impurity 31;Baloxavixate Impurity 4;Baloxavir Marboxil Impurity 2;4-oxo-3-phenylmethoxypyran-2-carboxylic acid;3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid;4-Oxo-3-(benzyloxy)-4H-pyran-2-carboxylic acid;Pinacol 1 - (1-ethoxyethyl) - 4-pyrazole borate;4-Oxo-3-(phenylmethoxy)-4H-pyran-2-carboxylic acid;4H-Pyran-2-carboxylic acid, 4-oxo-3-(phenylmethoxy)-
CBNumber
CB42718404
Molecular Formula
C13H10O5
Formula Weight
246.22
MOL File
119736-16-2.mol
More
Less

3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid Property

Boiling point:
487.5±45.0 °C(Predicted)
Density 
1.39±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
pka
2.00±0.20(Predicted)
form 
Solid
color 
White
InChI
InChI=1S/C13H10O5/c14-10-6-7-17-12(13(15)16)11(10)18-8-9-4-2-1-3-5-9/h1-7H,8H2,(H,15,16)
InChIKey
KJSJBKBZMGSIPT-UHFFFAOYSA-N
SMILES
C1(C(O)=O)OC=CC(=O)C=1OCC1=CC=CC=C1
More
Less

Hazard and Precautionary Statements (GHS)

More
Less

N-Bromosuccinimide Price

TRC
Product number
O858450
Product name
4-Oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylicAcid
Packaging
250mg
Price
$580
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB167699
Product name
3-Benzyloxy-4-oxo-4H-pyran-2-carboxylic acid
Packaging
100g
Price
$700
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB167699
Product name
3-Benzyloxy-4-oxo-4H-pyran-2-carboxylic acid
Packaging
25g
Price
$300
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM1554642
Product name
3-(BENZYLOXY)-4-OXO-4H-PYRAN-2-CARBOXYLIC ACID
Purity
95.00%
Packaging
5MG
Price
$500.92
Updated
2021/12/16
AK Scientific
Product number
7515CZ
Product name
3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylicacid
Packaging
5g
Price
$119
Updated
2021/12/16
More
Less

3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid Chemical Properties,Usage,Production

Uses

There are a variety of preclinical, clinical, and marketed new drugs that contain 3-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid fragments. As shown in the figure below, several types of drug molecules, as well as the marketed drugs such as dulutevir (GSK1349572) and baloxavir (Baloxavir) contain this important structural fragment.

Uses

4-Oxo-3-[(phenylmethyl)oxy]-4H-pyran-2-carboxylic Acid is an intermediate in the synthesis of Dolutegravir (D528800), a second generation HIV-1 integrase strand transfer inhibitor.

Synthesis


Add 2-(hydroxymethyl)-3-(benzyloxy)-4H-pyran-4-one (Compound IV) 39.8Kg, dichloromethane (340L) and water (170L) to the reaction kettle to start stirring. Then add sodium bicarbonate (77Kg), sodium bromide (1.6Kg) and 2,2,6,6-tetramethylpiperidine-nitrogen-oxide (TEMPO) (2.3Kg), cool to 5℃, drop Add 10% sodium hypochlorite (340Kg). After the dropwise addition, stir at 5°C for 1 hour. The reaction is completed. Add 30% aqueous sodium thiosulfate solution (242L) and stir for 1 h. Add concentrated hydrochloric acid to adjust pH=4, separate the organic phase, extract the aqueous phase twice with dichloromethane (120L), combine the organic phases, and concentrate under reduced pressure to obtain the crude product. The crude product was recrystallized from acetonitrile to obtain 3-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid (Compound VI) 32.4Kg, purity 99%, yield 77%. LC-MS: [M+H] + = 247.06, [M] + = 245.05; 1 H NMR (DMSO-d 6 ) δ8.00 (d, J = 5.6 Hz, 1H), 7.17 (s, 5H), 6.34 (d, J = 5.7 Hz, 1H), 4.91 (s, 2H), 2.30 (s, 1H).

3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid Suppliers

Canada 1 China 255 India 5 United Kingdom 2 United States 7 Global 270
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Protheragen-ING
Tel
+16313385890
Email
info@protheragen-ing.com
Country
United States
ProdList
3868
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
52924
Advantage
58
Aceschem Inc.
Tel
+1-817863-6948 +1-（817）863-6948
Email
sales@aceschem.com
Country
United States
ProdList
19632
Advantage
58
United States Biological
Tel
--
Fax
--
Email
sales@advtechind.com
Country
United States
ProdList
6075
Advantage
58
Synthonix Inc
Tel
--
Fax
--
Email
info@synthonix.com
Country
United States
ProdList
6872
Advantage
58
Combi-Blocks Inc.
Tel
--
Fax
--
Email
sales@combi-blocks.com
Country
United States
ProdList
6618
Advantage
69
More
Less

View Lastest Price from 3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid 119736-16-2
Price
US $40.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-09-08
ShenZhen H&D Pharmaceutical Technology Co., LTD
Product
Baloxavir Marboxil Impurity 4 119736-16-2
Price
US $0.00/mg
Min. Order
10mg
Purity
0.98
Supply Ability
10g
Release date
2024-04-01
ShenZhen H&D Pharmaceutical Technology Co., LTD
Product
Baloxavir Marboxil Impurity 4 119736-16-2
Price
US $0.00-0.00/mg
Min. Order
10mg
Purity
0.98
Supply Ability
10g
Release date
2024-04-28

119736-16-2, 3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acidRelated Search:


  • 3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid
  • 4-oxo-3-((phenylmethyl)oxy)-4h-pyran-2-carboxylic acid
  • 4-Oxo-3-(phenylmethoxy)-4H-pyran-2-carboxylic acid
  • 4-oxo-3-phenylmethoxypyran-2-carboxylic acid
  • 4H-Pyran-2-carboxylic acid, 4-oxo-3-(phenylmethoxy)-
  • Baloxavir Impurity 31
  • Baloxavir Marboxil Impurity 2
  • Pinacol 1 - (1-ethoxyethyl) - 4-pyrazole borate
  • BPCA
  • 3-(benzyloxy)-1-((tert-butoxycarbonyl)amino)-4-oxo-1,4-dihydropyridine-2-carboxylic acid ethyl ester
  • 3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid,119736-16-2
  • 3-(Benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid, 95+%
  • 4-Oxo-3-(benzyloxy)-4H-pyran-2-carboxylic acid
  • 3-(Benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid, >97%
  • Baloxavixate Impurity 4
  • 119736-16-2
  • 119736-16-2