ChemicalBook > CAS DataBase List > 2-Benzyloxy-3-dibenzylaMino-5-fluoro-6-Methyl-benzoic acid phenyl ester

2-Benzyloxy-3-dibenzylaMino-5-fluoro-6-Methyl-benzoic acid phenyl ester

Product Name
2-Benzyloxy-3-dibenzylaMino-5-fluoro-6-Methyl-benzoic acid phenyl ester
CAS No.
1253799-29-9
Chemical Name
2-Benzyloxy-3-dibenzylaMino-5-fluoro-6-Methyl-benzoic acid phenyl ester
Synonyms
EOS-61973;TP-353, 10 mM in DMSO;Eravacycline intermediate D;2-(Benzyloxy)-3-(benzylamino)-5-fluorine-6-Methylbenzoic acid;2- (benzyloxy) -3- (benzylamino) -5-fluoro-6-methylbenzoic acid;2-Benzyloxy-3-dibenzylaMino-5-fluoro-6-Methyl-benzoic acid phenyl ester;phenyl 2-(benzyloxy)-3-(dibenzylamino)-5-fluoro-6-methylbenzoate TP-353;3-[Bis(phenylmethyl)amino]-5-fluoro-6-methyl-2-(phenylmethoxy)benzoic acid phenyl ester;Benzoic acid, 3-[bis(phenylmethyl)amino]-5-fluoro-6-methyl-2-(phenylmethoxy)-, phenyl ester
CBNumber
CB72682632
Molecular Formula
C35H30FNO3
Formula Weight
531.62
MOL File
1253799-29-9.mol
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2-Benzyloxy-3-dibenzylaMino-5-fluoro-6-Methyl-benzoic acid phenyl ester Property

Boiling point:
695.5±55.0 °C(Predicted)
Density 
1?+-.0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
2.69±0.50(Predicted)
InChIKey
VRXGVVAMXZXKNA-UHFFFAOYSA-N
SMILES
C(OC1=CC=CC=C1)(=O)C1=C(C)C(F)=CC(N(CC2=CC=CC=C2)CC2=CC=CC=C2)=C1OCC1=CC=CC=C1
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H332Harmful if inhaled

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P271Use only outdoors or in a well-ventilated area.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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.

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

P322Specific measures (see …on this label).

P330Rinse mouth.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
P399543
Product name
Phenyl2-(Benzyloxy)-3-(dibenzylamino)-5-fluoro-6-methylbenzoate
Packaging
5mg
Price
$60
Updated
2021/12/16
AK Scientific
Product number
2930DV
Product name
Phenyl2-(benzyloxy)-3-(dibenzylamino)-5-fluoro-6-methylbenzoate
Packaging
100mg
Price
$347
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0418622
Product name
PHENYL 2-(BENZYLOXY)-3-(DIBENZYLAMINO)-5-FLUORO-6-METHYLBENZOATE
Purity
95.00%
Packaging
5MG
Price
$496.31
Updated
2021/12/16
Chemenu
Product number
CM248497
Product name
Phenyl2-(benzyloxy)-3-(dibenzylamino)-5-fluoro-6-methylbenzoate
Purity
95+%
Packaging
1g
Price
$262
Updated
2021/12/16
Crysdot
Product number
CD12168884
Product name
Phenyl2-(benzyloxy)-3-(dibenzylamino)-5-fluoro-6-methylbenzoate
Purity
97%
Packaging
1g
Price
$277
Updated
2021/12/16
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2-Benzyloxy-3-dibenzylaMino-5-fluoro-6-Methyl-benzoic acid phenyl ester Chemical Properties,Usage,Production

Uses

Phenyl 2-(benzyloxy)-3-(dibenzylamino)-5-fluoro-6-methylbenzoate (CAS# 1253799-29-9) is most frequently used as a building block in the synthesis of tetracycline antibiotics.

Synthesis

1207284-89-6

100-39-0

1253799-29-9

To a solution of 500 g of the compound (CAS:1207284-89-6) in 4.25 L of N-methylpyrrolidone was added N,N-diisopropylethylamine (620 mL), followed by benzyl bromide (425 mL, 2.5 equiv). The reaction mixture was heated at 100 °C for 18 h, after which it was cooled to 80 °C and treated with 25% w/w aqueous triethylamine solution for 10 min. The mixture was stirred at room temperature for 25 minutes and subsequently cooled to 15 °C and water (10 L) was added to precipitate the product. After 3 h of precipitation, the resulting light-colored suspension was filtered and washed with 2 L of water and subsequently dried. The crude product (750 g) was dissolved in 4.1 L of toluene and filtered through silica gel to give 762 g of yellow solid. This solid was recrystallized by acetone/heptane to give a final 606 g of the target compound 2-(benzyloxy)-3-(benzylamino)-5-fluoro-6-methylbenzoic acid (80% yield) as a white solid. Its 1H NMR (400 MHz, CDCl3) data were as follows: δ 7.48-7.03 (m, 20H), 6.60 (d, J=11.5 Hz, 1H), 5.31 (s, 2H), 4.33 (s, 4H), 2.30 (s, 3H).

References

[1] Patent: WO2010/126607, 2010, A2. Location in patent: Page/Page column 172/251

2-Benzyloxy-3-dibenzylaMino-5-fluoro-6-Methyl-benzoic acid phenyl ester Preparation Products And Raw materials

Raw materials

Preparation Products

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1253799-29-9, 2-Benzyloxy-3-dibenzylaMino-5-fluoro-6-Methyl-benzoic acid phenyl esterRelated Search:


  • 2-Benzyloxy-3-dibenzylaMino-5-fluoro-6-Methyl-benzoic acid phenyl ester
  • phenyl 2-(benzyloxy)-3-(dibenzylamino)-5-fluoro-6-methylbenzoate TP-353
  • 3-[Bis(phenylmethyl)amino]-5-fluoro-6-methyl-2-(phenylmethoxy)benzoic acid phenyl ester
  • EOS-61973
  • Benzoic acid, 3-[bis(phenylmethyl)amino]-5-fluoro-6-methyl-2-(phenylmethoxy)-, phenyl ester
  • TP-353, 10 mM in DMSO
  • Eravacycline intermediate D
  • 2- (benzyloxy) -3- (benzylamino) -5-fluoro-6-methylbenzoic acid
  • 2-(Benzyloxy)-3-(benzylamino)-5-fluorine-6-Methylbenzoic acid
  • 1253799-29-9
  • C35H30FNO3