3-[4'-(tert-butyloxycarbonyl)benzyloxycarbonyl]phenylacetic chloride

Base Information

Chemical Name:3-[4'-(tert-butyloxycarbonyl)benzyloxycarbonyl]phenylacetic chloride
CAS No.:342624-17-3
Molecular Formula:C₂₁H₂₁ClO₅
Molecular Weight:388.848
Hs Code.:

Synonyms:3-[4'-(tert-butyloxycarbonyl)benzyloxycarbonyl]phenylacetic chloride

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Chemical Property of 3-[4'-(tert-butyloxycarbonyl)benzyloxycarbonyl]phenylacetic chloride

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Technology Process of 3-[4'-(tert-butyloxycarbonyl)benzyloxycarbonyl]phenylacetic chloride

There total 11 articles about 3-[4'-(tert-butyloxycarbonyl)benzyloxycarbonyl]phenylacetic chloride 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: 100.0%

: 342624-59-3
3-[4'-(tert-butyloxycarbonyl)benzyloxycarbonyl]phenylacetic acid

: 342624-17-3
3-[4'-(tert-butyloxycarbonyl)benzyloxycarbonyl]phenylacetic chloride

Guidance literature:: With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; for 3h;
DOI:10.1021/jm000145g

Reference yield:

: 121-91-5
isophthalic acid

: 342624-17-3
3-[4'-(tert-butyloxycarbonyl)benzyloxycarbonyl]phenylacetic chloride

Guidance literature:: Multi-step reaction with 8 steps

1.1: Et₃N / methanol; H₂O

1.2: 49 percent / dimethylformamide / 2 h / 100 °C

2.1: oxalyl chloride / DMF / CH₂Cl₂ / 1 h / 20 °C

3.1: diethyl ether; benzene / 0.5 h / cooling

4.1: 68 percent / Ag₂O / 0.5 h / 50 - 60 °C

5.1: 100 percent / H₂ / Pd/C / ethyl acetate / 3 h

6.1: 67 percent / DMAP; dicyclohexylcarbodiimide / tetrahydrofuran

7.1: 78 percent / aq. AcOH; Zn / tetrahydrofuran / 3 h / 0 °C

8.1: 100 percent / oxalyl chloride / DMF / CH₂Cl₂ / 3 h

With dmap; oxalyl dichloride; hydrogen; acetic acid; triethylamine; dicyclohexyl-carbodiimide; silver(l) oxide; zinc; palladium on activated charcoal; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate; benzene; 4.1: Arndt-Eistert homologation;
DOI:10.1021/jm000145g

Reference yield:

: 65874-27-3
4-(tert-butoxycarbonyl)benzaldehyde

: 342624-17-3
3-[4'-(tert-butyloxycarbonyl)benzyloxycarbonyl]phenylacetic chloride

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / NaBH₄ / methanol / 1 h / 0 °C

2: 67 percent / DMAP; dicyclohexylcarbodiimide / tetrahydrofuran

3: 78 percent / aq. AcOH; Zn / tetrahydrofuran / 3 h / 0 °C

4: 100 percent / oxalyl chloride / DMF / CH₂Cl₂ / 3 h

With dmap; sodium tetrahydroborate; oxalyl dichloride; acetic acid; dicyclohexyl-carbodiimide; zinc; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm000145g