(2E)-3-(4-{[(benzyloxy)carbonyl]amino}-2-fluorophenyl)prop-2-enyl diazoacetate

Base Information

Chemical Name:(2E)-3-(4-{[(benzyloxy)carbonyl]amino}-2-fluorophenyl)prop-2-enyl diazoacetate
CAS No.:777089-30-2
Molecular Formula:C₁₉H₁₆FN₃O₄
Molecular Weight:369.352
Hs Code.:

Synonyms:(2E)-3-(4-{[(benzyloxy)carbonyl]amino}-2-fluorophenyl)prop-2-enyl diazoacetate

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Chemical Property of (2E)-3-(4-{[(benzyloxy)carbonyl]amino}-2-fluorophenyl)prop-2-enyl diazoacetate

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Technology Process of (2E)-3-(4-{[(benzyloxy)carbonyl]amino}-2-fluorophenyl)prop-2-enyl diazoacetate

There total 6 articles about (2E)-3-(4-{[(benzyloxy)carbonyl]amino}-2-fluorophenyl)prop-2-enyl diazoacetate 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: 84.0%

: 777089-29-9
benzyl 3-fluoro-4-[(1E)-3-hydroxyprop-1-enyl]phenylcarbamate

: 14661-68-8
2‐[(4‐methylbenzenesulfonamido)imino]acetic acid

: 777089-30-2
(2E)-3-(4-{[(benzyloxy)carbonyl]amino}-2-fluorophenyl)prop-2-enyl diazoacetate

Guidance literature:: 2‐[(4‐methylbenzenesulfonamido)imino]acetic acid; With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; In dichloromethane; at 23 ℃; for 0.75h;

benzyl 3-fluoro-4-[(1E)-3-hydroxyprop-1-enyl]phenylcarbamate; With N,N-dimethyl-aniline; triethylamine; In dichloromethane; at 0 - 20 ℃; for 1.25h;

Reference yield: 84.0%

: (E)-2-(2-benzenesulfonylhydrazide)acetic acid

: 777089-29-9
benzyl 3-fluoro-4-[(1E)-3-hydroxyprop-1-enyl]phenylcarbamate

: 777089-30-2
(2E)-3-(4-{[(benzyloxy)carbonyl]amino}-2-fluorophenyl)prop-2-enyl diazoacetate

Guidance literature:: (E)-2-(2-benzenesulfonylhydrazide)acetic acid; With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; In dichloromethane; at 23 ℃; for 0.666667h;

benzyl 3-fluoro-4-[(1E)-3-hydroxyprop-1-enyl]phenylcarbamate; With N,N-dimethyl-aniline; triethylamine; In dichloromethane; at 0 - 20 ℃; for 0.75h;
DOI:10.1021/ol050730h

Reference yield:

: 621-84-1
O-benzyl carbamate

: 777089-30-2
(2E)-3-(4-{[(benzyloxy)carbonyl]amino}-2-fluorophenyl)prop-2-enyl diazoacetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 66 percent / rac-BINAP; Cs₂CO₃ / Pd₂(dba)3 / toluene / 24 h / 95 - 100 °C

2.1: NaH / dimethylformamide / 0.33 h / 0 °C

2.2: 72 percent / dimethylformamide / 16 h / 0 - 20 °C

3.1: 92 percent / DIBALH / tetrahydrofuran / 1.5 h / -78 °C

4.1: Me₂CH=C(Cl)NMe₂ / CH₂Cl₂ / 0.67 h / 23 °C

4.2: 84 percent / N,N-dimethylaniline; Et₃N / CH₂Cl₂ / 0.75 h / 0 - 20 °C

With 1-chloro-1-(dimethylamino)-2-methyl-1-propene; sodium hydride; diisobutylaluminium hydride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol050730h