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

Base Information

Chemical Name:methyl [3'-{[(benzyloxy)carbonyl]amino}-3-fluoro-4-(isopropylamino)-1,1'-biphenyl-2-yl]acetate
CAS No.:361337-15-7
Molecular Formula:C₂₆H₂₇FN₂O₄
Molecular Weight:450.51
Hs Code.:

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

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

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

There total 7 articles about methyl [3'-{[(benzyloxy)carbonyl]amino}-3-fluoro-4-(isopropylamino)-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: 45.0%

: 67-64-1
acetone

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

: 361337-15-7
methyl [3'-{[(benzyloxy)carbonyl]amino}-3-fluoro-4-(isopropylamino)-1,1'-biphenyl-2-yl]acetate

Guidance literature:: With sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; dichloromethane; at 20 ℃;
DOI:10.1021/jm030233b

Reference yield:

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

: 361337-15-7
methyl [3'-{[(benzyloxy)carbonyl]amino}-3-fluoro-4-(isopropylamino)-1,1'-biphenyl-2-yl]acetate

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / -10 - 20 °C

2: Pd(PPh₃)4; LiCl / dioxane / 85 °C

3: Fe; AcOH / 80 °C

4: NaHB(OAc)3 / CH₂Cl₂; tetrahydrofuran

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

Reference yield:

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

: 361337-15-7
methyl [3'-{[(benzyloxy)carbonyl]amino}-3-fluoro-4-(isopropylamino)-1,1'-biphenyl-2-yl]acetate

Guidance literature:: Multi-step reaction with 7 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

7: 45 percent / NaHB(OAc)3; AcOH / tetrahydrofuran; CH₂Cl₂ / 20 °C

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