methyl (4-amino-3'-{[(benzyloxy)carbonyl]amino}-3-fluoro-1,1'-biphenyl-2-yl)acetate

Base Information

Chemical Name:methyl (4-amino-3'-{[(benzyloxy)carbonyl]amino}-3-fluoro-1,1'-biphenyl-2-yl)acetate
CAS No.:361337-10-2
Molecular Formula:C₂₃H₂₁FN₂O₄
Molecular Weight:408.429
Hs Code.:

Synonyms:methyl (4-amino-3'-{[(benzyloxy)carbonyl]amino}-3-fluoro-1,1'-biphenyl-2-yl)acetate

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Chemical Property of methyl (4-amino-3'-{[(benzyloxy)carbonyl]amino}-3-fluoro-1,1'-biphenyl-2-yl)acetate

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Technology Process of methyl (4-amino-3'-{[(benzyloxy)carbonyl]amino}-3-fluoro-1,1'-biphenyl-2-yl)acetate

There total 8 articles about methyl (4-amino-3'-{[(benzyloxy)carbonyl]amino}-3-fluoro-1,1'-biphenyl-2-yl)acetate 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: 48.0%

: 361336-92-7
methyl (2-fluoro-3-nitro-6-{[(trifluoromethyl)sulfonyl]oxy}phenyl)acetate

: benzyl 3-(tributylstannyl)phenylcarbamate

: 361337-10-2
methyl (4-amino-3'-{[(benzyloxy)carbonyl]amino}-3-fluoro-1,1'-biphenyl-2-yl)acetate

: 361337-14-6
methyl (3'-{[(benzyloxy)carbonyl]amino}-3-fluoro-4-nitro-1,1'-biphenyl-2-yl)acetate

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; In 1,4-dioxane; at 85 ℃;
DOI:10.1021/jm030233b

Reference yield:

: 361340-51-4
methyl (2-fluoro-6-hydroxy-3-nitrophenyl)acetate

: 361337-10-2
methyl (4-amino-3'-{[(benzyloxy)carbonyl]amino}-3-fluoro-1,1'-biphenyl-2-yl)acetate

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / -10 - 20 °C

2: Pd(PPh₃)4; LiCl / dioxane / 85 °C

3: Fe; AcOH / 80 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; iron; acetic acid; triethylamine; lithium chloride; In 1,4-dioxane; dichloromethane; 2: Stille coupling;
DOI:10.1016/j.bmcl.2003.08.002

Reference yield:

: 85068-28-6
2,6-difluorophenylacetic acid

: 361337-10-2
methyl (4-amino-3'-{[(benzyloxy)carbonyl]amino}-3-fluoro-1,1'-biphenyl-2-yl)acetate

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / HNO₃ / methanol / 0.25 h / -10 °C

2: oxalyl chloride; DMF / CH₂Cl₂ / 20 °C

3: 5.47 g / pyridine / CH₂Cl₂ / 20 °C

4: 27 percent / trimethylacetic acid; K₂CO₃ / dimethylsulfoxide / 0.25 h / 80 °C

5: 68 percent / Et₃N / CH₂Cl₂ / 20 °C

6: 38 percent / (Ph₃P)4Pd; LiCl / dioxane / 85 °C

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; nitric acid; potassium carbonate; triethylamine; N,N-dimethyl-formamide; lithium chloride; Trimethylacetic acid; In 1,4-dioxane; methanol; dichloromethane; dimethyl sulfoxide; 6: Stille coupling;
DOI:10.1021/jm030233b