ChemicalBook > CAS DataBase List > (4-N-(BENZHYDRYLOXYCARBONYL)CYTOSINE)-1-ACETIC ACID

(4-N-(BENZHYDRYLOXYCARBONYL)CYTOSINE)-1-ACETIC ACID

Product Name: (4-N-(BENZHYDRYLOXYCARBONYL)CYTOSINE)-1-ACETIC ACID
CAS No.: 186046-78-6
Chemical Name: (4-N-(BENZHYDRYLOXYCARBONYL)CYTOSINE)-1-ACETIC ACID
Synonyms: (4-N-(Benzhydryloxycarbonyl)cytosine)-1-acetic;Nb-N-(benzhydryloxycarbonyl)cytosine)-1-acetic acid;(4-N-(BENZHYDRYLOXYCARBONYL)CYTOSINE)-1-ACETIC ACID;[4-N-(benzhydryloxycarbonyl)cytosin-1-yl]acetic acid;2-[4-(benzhydryloxycarbonylamino)-2-oxopyrimidin-1-yl]acetic acid;(4-Benzhydryloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetic acid;4-(Diphenylmethoxycarbonylamino)-2-oxo-1(2H)-pyrimidineacetic acid;1(2H)-Pyrimidineacetic acid, 4-[[(diphenylmethoxy)carbonyl]amino]-2-oxo-;2-(4-(((Benzhydryloxy)carbonyl)aMino)-2-oxopyriMidin-1(2H)-yl)acetic acid;2-(4-{[(diphenylmethoxy)carbonyl]amino}-2-oxo-1,2-dihydropyrimidin-1-yl)acetic acid
CBNumber: CB91118556
Molecular Formula: C20H17N3O5
Formula Weight: 379.37
MOL File: 186046-78-6.mol

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(4-N-(BENZHYDRYLOXYCARBONYL)CYTOSINE)-1-ACETIC ACID Property

Density: 1.33±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
pka: 2.95±0.10(Predicted)
Appearance: White to off-white Solid
InChI: InChI=1S/C20H17N3O5/c24-17(25)13-23-12-11-16(21-19(23)26)22-20(27)28-18(14-7-3-1-4-8-14)15-9-5-2-6-10-15/h1-12,18H,13H2,(H,24,25)(H,21,22,26,27)
InChIKey: VPWKJWIKZUONJA-UHFFFAOYSA-N
SMILES: C1(=O)N(CC(O)=O)C=CC(NC(OC(C2=CC=CC=C2)C2=CC=CC=C2)=O)=N1

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H341Suspected of causing genetic defects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

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

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC

Product number: N497155
Product name: (4-N-(Benzhydryloxycarbonyl)cytosine)-1-aceticAcid
Packaging: 50mg
Price: $45
Updated: 2021/12/16

Matrix Scientific

Product number: 090257
Product name: (4-N-(Benzhydryloxycarbonyl)-cytosine)-1-acetic acid
Purity: 95+%
Packaging: 250mg
Price: $243
Updated: 2021/12/16

AK Scientific

Product number: W4020
Product name: (4-N-(Benzhydryloxycarbonyl)cytosine)-1-aceticacid
Packaging: 1g
Price: $291
Updated: 2021/12/16

Matrix Scientific

Product number: 090257
Product name: (4-N-(Benzhydryloxycarbonyl)-cytosine)-1-acetic acid
Purity: 95+%
Packaging: 1g
Price: $538
Updated: 2021/12/16

AK Scientific

Product number: W4020
Product name: (4-N-(Benzhydryloxycarbonyl)cytosine)-1-aceticacid
Packaging: 5g
Price: $723
Updated: 2021/12/16

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(4-N-(BENZHYDRYLOXYCARBONYL)CYTOSINE)-1-ACETIC ACID Chemical Properties,Usage,Production

Synthesis

91-01-0

211321-08-3

186046-78-6

General procedure for the synthesis of 2-(4-(((benzoyloxy)carbonyl)amino)-2-oxopyrimidin-1(2H)-yl)acetic acid from diphenylmethanol and phenylmethyl 2-(4-amino-2-oxoimidopyrimidin-1(2H)-yl)acetate: 1. dissolve cytosine (10.3 g, 90 mmol, 1.0 equiv) in N,N-dimethylformamide (DMF, 90 mL). 2. Potassium tert-butoxide (11.6 g, 103.5 mmol, 1.15 eq.) was added and the reaction system was heated to 100 °C and kept for 2 hours. 3. The reaction system was cooled to 10 °C and benzyl 2-bromoacetate (16.05 mL, 101 mmol, 1.12 eq.) was added dropwise over 30 min. After completion of the dropwise addition, the reaction system was warmed to room temperature and the reaction was continued for 12 hours. 4. Acetic acid (5.9 mL, 103.5 mmol, 1.2 equiv) was added to quench the reaction and the reaction solution was rotary evaporated to dryness. 5. The residue was resuspended in water (100 mL) and stirring was continued for 4 hours, then filtered. Wash with water (4 x 150 mL) to give cytosine-1-benzylacetic acid (20.6 g). 6. Cytosine-1-benzylacetic acid (20.6 g, 82 mmol, 1.0 equiv) was dissolved in DMF (160 mL). 7. N,N'-carbonyldiimidazole (21.25 g, 131.25 mmol, 1.6 eq.) was added and the reaction system was heated to 60 °C. The reaction was carried out in two batches. 8. Diphenylmethanol (19.65 g, 106.5 mmol, 1.3 eq.) was added in two batches separated by 1 hour. The reaction was continued for 6 hours. 9. Upon completion of the reaction as detected by thin layer chromatography (TLC), the reaction was quenched by the addition of methanol (4.65 g, 115 mmol, 1.4 equiv). 10. The reaction solution was rotary evaporated and the residue was recrystallized from ethanol and then from methanol (100 mL) to give (4-N-(diphenylmethoxycarbonyl)-cytosine)-1 -acetate (29.35 g). 11. dissolve (4-N-(diphenylmethoxycarbonyl)-cytosine)-1-acetate (29.35 g, 62.5 mmol, 1.0 eq.) in a mixture of acetonitrile:methanol:water:ethanol (2:2:1:1, 350 mL), heat to dissolve the compound, and then cool to 0 °C. add lithium hydroxide monohydrate to the mixture. 12. An aqueous solution (196.8 mL) of lithium hydroxide monohydrate (LiOH-H2O, 25.5 g, 0.61 mol, 9.7 equiv) was added. 13. After completion of the reaction by TLC detection, the reaction was quenched by the addition of an aqueous solution (290 mL) of citric acid (58.5 g, 303.5 mmol, 4.9 eq.) to afford (4-N-(diphenylmethoxycarbonyl)-cytosine)-1 -acetic acid (22.1 g).

References

[1] Patent: CN108478807, 2018, A. Location in patent: Paragraph 0023; 0053; 0077; 0078

(4-N-(BENZHYDRYLOXYCARBONYL)CYTOSINE)-1-ACETIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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186046-78-6, (4-N-(BENZHYDRYLOXYCARBONYL)CYTOSINE)-1-ACETIC ACID Related Search:

Cytosine 1(2H)-Pyrimidineaceticacid,2-oxo-(9CI) (4-N-(BENZHYDRYLOXYCARBONYL)CYTOSINE)-1-ACETIC ACID

(4-N-(BENZHYDRYLOXYCARBONYL)CYTOSINE)-1-ACETIC ACID

(4-Benzhydryloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetic acid

(4-N-(Benzhydryloxycarbonyl)cytosine)-1-acetic

2-(4-(((Benzhydryloxy)carbonyl)aMino)-2-oxopyriMidin-1(2H)-yl)acetic acid

2-[4-(benzhydryloxycarbonylamino)-2-oxopyrimidin-1-yl]acetic acid

2-(4-{[(diphenylmethoxy)carbonyl]amino}-2-oxo-1,2-dihydropyrimidin-1-yl)acetic acid

[4-N-(benzhydryloxycarbonyl)cytosin-1-yl]acetic acid

1(2H)-Pyrimidineacetic acid, 4-[[(diphenylmethoxy)carbonyl]amino]-2-oxo-

4-(Diphenylmethoxycarbonylamino)-2-oxo-1(2H)-pyrimidineacetic acid

Nb-N-(benzhydryloxycarbonyl)cytosine)-1-acetic acid

186046-78-6

C20H17N3O5