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

Base Information

• Chemical Name: 2-Benzyloxy-3-dibenzylaMino-5-fluoro-6-Methyl-benzoic acid phenyl ester
• CAS No.: 1253799-29-9
• Molecular Formula: C35H30FNO3
• Molecular Weight: 531.627
• Mol file: 1253799-29-9.mol

Synonyms: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

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

Chemical Property:

• Boiling Point: 695.5±55.0 °C(Predicted)
• PKA: 2.69±0.50(Predicted)
• PSA: 38.77000
• Density: 1 +-.0.06 g/cm3(Predicted)
• LogP: 8.13910
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

Phenyl2-(Benzyloxy)-3-(dibenzylamino)-5-fluoro-6-methylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• 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.

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

There total 7 articles about 2-Benzyloxy-3-dibenzylaMino-5-fluoro-6-Methyl-benzoic acid phenyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

phenyl 3-amino-2-(benzyloxy)-5-fluoro-6-methylbenzoate (1207284-89-6) + benzyl bromide (100-39-0) → phenyl 2-(benzyloxy)-3-(dibenzylamino)-5-fluoro-6-methylbenzoate (1253799-29-9)

Guidance literature:

phenyl 3-amino-2-(benzyloxy)-5-fluoro-6-methylbenzoate; benzyl bromide; With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 100 ℃; for 18h; Inert atmosphere;

With triethylamine; In 1-methyl-pyrrolidin-2-one; water; at 8 ℃; for 0.166667h; Inert atmosphere;

Reference yield:

phenyl 2-(benzyloxy)-5-fluoro-6-methyl-3-nitrobenzoate (1207284-88-5) → phenyl 2-(benzyloxy)-3-(dibenzylamino)-5-fluoro-6-methylbenzoate (1253799-29-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium dithionite / tetrahydrofuran; water / 15 h / 12 - 17 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 18 h / 100 °C / Inert atmosphere

2.2: 0.17 h / 8 °C / Inert atmosphere

With sodium dithionite; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; water;

Reference yield:

benzyl bromide (100-39-0) → phenyl 2-(benzyloxy)-3-(dibenzylamino)-5-fluoro-6-methylbenzoate (1253799-29-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate; potassium iodide / acetone / 0.08 h / Inert atmosphere

1.2: 2.63 h / Reflux; Inert atmosphere

2.1: sodium dithionite / tetrahydrofuran; water / 15 h / 12 - 17 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 18 h / 100 °C / Inert atmosphere

3.2: 0.17 h / 8 °C / Inert atmosphere

With sodium dithionite; potassium carbonate; N-ethyl-N,N-diisopropylamine; potassium iodide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; water; acetone;

upstream raw materials:

phenyl 3-amino-2-(benzyloxy)-5-fluoro-6-methylbenzoate

benzyl bromide

3-fluoro-6-methoxy-2-methylbenzoic acid

phenyl 3-fluoro-6-methoxy-2-methylbenzoate

Downstream raw materials:

C₄₉H₅₆FN₃O₇Si

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