{2-[2'-(2-Benzylcarbamoyl-ethyl)-biphenyl-3-yl]-ethyl}-carbamic acid tert-butyl ester

Base Information

Chemical Name:{2-[2'-(2-Benzylcarbamoyl-ethyl)-biphenyl-3-yl]-ethyl}-carbamic acid tert-butyl ester
CAS No.:177171-06-1
Molecular Formula:C₂₉H₃₄N₂O₃
Molecular Weight:458.601
Hs Code.:

Synonyms:{2-[2'-(2-Benzylcarbamoyl-ethyl)-biphenyl-3-yl]-ethyl}-carbamic acid tert-butyl ester

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Chemical Property of {2-[2'-(2-Benzylcarbamoyl-ethyl)-biphenyl-3-yl]-ethyl}-carbamic acid tert-butyl ester

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Technology Process of {2-[2'-(2-Benzylcarbamoyl-ethyl)-biphenyl-3-yl]-ethyl}-carbamic acid tert-butyl ester

There total 11 articles about {2-[2'-(2-Benzylcarbamoyl-ethyl)-biphenyl-3-yl]-ethyl}-carbamic acid tert-butyl 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: 76.0%

: 100-46-9
benzylamine

: 177171-05-0
3'-<2-ethyl>-2-biphenylpropionic acid

: 177171-06-1
{2-[2'-(2-Benzylcarbamoyl-ethyl)-biphenyl-3-yl]-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; for 40h; Ambient temperature;
DOI:10.1021/jo952194k

Reference yield:

: 108-36-1
1,3-dibromobenzene

: 177171-06-1
{2-[2'-(2-Benzylcarbamoyl-ethyl)-biphenyl-3-yl]-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) n-BuLi / 1) THF, hexane, -95 deg C, 20 min; 2) THF, hexane, -75 deg C, 2 h, 25 deg C, 12-16 h

2: 1.) n-BuLi, 2.) B(OMe)3, 3.) Pd(PPh₃)4, aq. Na₂CO₃ / 1) THF, -95 deg C, 25 min; 2) THF, -78 deg C, 2 h, rt, 12-16 h; 3) DME, reflux, 22 h

3: K₂CO₃, ICl / CCl₄ / 15 h / Ambient temperature

4: 77 percent / Pd(OAc)2, Ph₃P, Et₃N / dimethylformamide / 1) 55 --> 150 deg C, 70 min; 2) 150 deg C, 5 min; 3) 130 deg C, 5 h

5: 97 percent / H₂ / PtO₂ / ethanol; acetic acid / 6 h

6: 70 percent / diphenyl phosphorazidate, Et₃N / 24 h / Heating

7: aq. LiOH / ethanol / 2.5 h / Ambient temperature

8: 76 percent / BOP reagent / dimethylformamide / 40 h / Ambient temperature

With palladium diacetate; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; Trimethyl borate; diphenyl phosphoryl azide; hydrogen; Iodine monochloride; sodium carbonate; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; triphenylphosphine; platinum(IV) oxide; In tetrachloromethane; ethanol; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jo952194k

Reference yield:

: 15115-58-9
3-(2-bromophenyl)propionic acid

: 177171-06-1
{2-[2'-(2-Benzylcarbamoyl-ethyl)-biphenyl-3-yl]-ethyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / p-toluenesulfonic acid / 22 h / Heating

2: 1.) n-BuLi, 2.) B(OMe)3, 3.) Pd(PPh₃)4, aq. Na₂CO₃ / 1) THF, -95 deg C, 25 min; 2) THF, -78 deg C, 2 h, rt, 12-16 h; 3) DME, reflux, 22 h

3: K₂CO₃, ICl / CCl₄ / 15 h / Ambient temperature

4: 77 percent / Pd(OAc)2, Ph₃P, Et₃N / dimethylformamide / 1) 55 --> 150 deg C, 70 min; 2) 150 deg C, 5 min; 3) 130 deg C, 5 h

5: 97 percent / H₂ / PtO₂ / ethanol; acetic acid / 6 h

6: 70 percent / diphenyl phosphorazidate, Et₃N / 24 h / Heating

7: aq. LiOH / ethanol / 2.5 h / Ambient temperature

8: 76 percent / BOP reagent / dimethylformamide / 40 h / Ambient temperature

With palladium diacetate; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; Trimethyl borate; diphenyl phosphoryl azide; hydrogen; Iodine monochloride; sodium carbonate; potassium carbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; platinum(IV) oxide; In tetrachloromethane; ethanol; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jo952194k