(+/-)-α-(acetylamino)-4-<1,1-difluoro-2-(1,1-dimethylethoxy)-2-oxoethyl>benzenepropanoic acid

Base Information

Chemical Name:(+/-)-α-(acetylamino)-4-<1,1-difluoro-2-(1,1-dimethylethoxy)-2-oxoethyl>benzenepropanoic acid
CAS No.:127152-96-9
Molecular Formula:C₁₇H₂₁F₂NO₅
Molecular Weight:357.354
Hs Code.:

Synonyms:(+/-)-α-(acetylamino)-4-<1,1-difluoro-2-(1,1-dimethylethoxy)-2-oxoethyl>benzenepropanoic acid

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Chemical Property of (+/-)-α-(acetylamino)-4-<1,1-difluoro-2-(1,1-dimethylethoxy)-2-oxoethyl>benzenepropanoic acid

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Technology Process of (+/-)-α-(acetylamino)-4-<1,1-difluoro-2-(1,1-dimethylethoxy)-2-oxoethyl>benzenepropanoic acid

There total 9 articles about (+/-)-α-(acetylamino)-4-<1,1-difluoro-2-(1,1-dimethylethoxy)-2-oxoethyl>benzenepropanoic acid 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: 69.0%

: 127152-90-3
(+/-)-α-(acetylamino)-4-<1,1-difluoro-2-(1,1-dimethylethoxy)-2-oxoethyl>benzenepropanoic acid phenylmethyl ester

: 127152-96-9
(+/-)-α-(acetylamino)-4-<1,1-difluoro-2-(1,1-dimethylethoxy)-2-oxoethyl>benzenepropanoic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; Ambient temperature;
DOI:10.1021/jm00107a037

Reference yield:

: 5524-56-1
ethyl 2-p-tolyl-2-oxoacetate

: 127152-96-9
(+/-)-α-(acetylamino)-4-<1,1-difluoro-2-(1,1-dimethylethoxy)-2-oxoethyl>benzenepropanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 85 percent / (dimethylamido)sulfur trifluoride (DAST) / 0 - 20 °C

2: 84 percent / 5 N aq. KOH / acetonitrile / 1 h / Ambient temperature

3: oxalyl chloride, DMF / toluene / 20 h / Ambient temperature

4: DMF / toluene / 24 h / Ambient temperature

5: 73 percent / N-bromosuccinimide (NBS), benzoyl peroxide / CCl₄ / Heating

6: 1.) lithium diisopropylamide / 1.) THF, HMPA, -78 deg C, 15 min, 2.) from -78 deg C to RT, 2 h

7: 70 percent / acetonitrile; H₂O / 2 h / Ambient temperature

8: 63 percent / Et₃N / CH₂Cl₂ / 2 h

9: 69 percent / H₂ / 10percent Pd/C / ethanol / Ambient temperature

With potassium hydroxide; N-Bromosuccinimide; Perbenzoic acid; oxalyl dichloride; (dimethylamido)sulfur trifluoride; hydrogen; triethylamine; N,N-dimethyl-formamide; lithium diisopropyl amide; palladium on activated charcoal; In tetrachloromethane; ethanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/jm00107a037

Reference yield:

: 131323-10-9
α,α-difluoro-4-methylbenzeneacetic acid

: 127152-96-9
(+/-)-α-(acetylamino)-4-<1,1-difluoro-2-(1,1-dimethylethoxy)-2-oxoethyl>benzenepropanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: oxalyl chloride, DMF / toluene / 20 h / Ambient temperature

2: DMF / toluene / 24 h / Ambient temperature

3: 73 percent / N-bromosuccinimide (NBS), benzoyl peroxide / CCl₄ / Heating

4: 1.) lithium diisopropylamide / 1.) THF, HMPA, -78 deg C, 15 min, 2.) from -78 deg C to RT, 2 h

5: 70 percent / acetonitrile; H₂O / 2 h / Ambient temperature

6: 63 percent / Et₃N / CH₂Cl₂ / 2 h

7: 69 percent / H₂ / 10percent Pd/C / ethanol / Ambient temperature

With N-Bromosuccinimide; Perbenzoic acid; oxalyl dichloride; hydrogen; triethylamine; N,N-dimethyl-formamide; lithium diisopropyl amide; palladium on activated charcoal; In tetrachloromethane; ethanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/jm00107a037