3-(5-benzyloxy-2-bromo-4-methoxy-3-methylphenylmethyl)-4-isopropyloxycarbonyl-1-methyl-2,5-piperazinedione

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Chemical Name:3-(5-benzyloxy-2-bromo-4-methoxy-3-methylphenylmethyl)-4-isopropyloxycarbonyl-1-methyl-2,5-piperazinedione
CAS No.:221146-84-5
Molecular Formula:C₂₅H₂₉BrN₂O₆
Molecular Weight:533.419
Hs Code.:

Synonyms:3-(5-benzyloxy-2-bromo-4-methoxy-3-methylphenylmethyl)-4-isopropyloxycarbonyl-1-methyl-2,5-piperazinedione

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Chemical Property of 3-(5-benzyloxy-2-bromo-4-methoxy-3-methylphenylmethyl)-4-isopropyloxycarbonyl-1-methyl-2,5-piperazinedione

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Technology Process of 3-(5-benzyloxy-2-bromo-4-methoxy-3-methylphenylmethyl)-4-isopropyloxycarbonyl-1-methyl-2,5-piperazinedione

There total 11 articles about 3-(5-benzyloxy-2-bromo-4-methoxy-3-methylphenylmethyl)-4-isopropyloxycarbonyl-1-methyl-2,5-piperazinedione 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: 94.6%

: 108-23-6
isopropyl chloroformate

: 310904-02-0
3-(5-benzyloxy-2-bromo-4-methoxy-3-methylphenylmethyl)-1-methyl-2,5-piperazinedione

: 221146-84-5
3-(5-benzyloxy-2-bromo-4-methoxy-3-methylphenylmethyl)-4-isopropyloxycarbonyl-1-methyl-2,5-piperazinedione

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1248/cpb.48.1549

Reference yield:

: 287117-38-8
2-bromo-5-isopropyloxy-4-methoxy-3-methylbenzaldehyde

: 221146-84-5
3-(5-benzyloxy-2-bromo-4-methoxy-3-methylphenylmethyl)-4-isopropyloxycarbonyl-1-methyl-2,5-piperazinedione

Guidance literature:: Multi-step reaction with 9 steps

1.1: 74.3 percent / KOtBu / 2-methyl-propan-2-ol; dimethylformamide / 1 h / 20 °C

2.1: NaH / dimethylformamide / 0.5 h / 0 °C

2.2: dimethylformamide / 42 h / 20 °C

3.1: NH₂NH₂*H₂O / dimethylformamide / 1 h / 20 °C

4.1: NaH / dimethylformamide / 0.5 h / 0 °C

4.2: 78.6 percent / dimethylformamide / 3 h / 20 °C

5.1: 85.2 percent / TFA; H₂SO₄ / 1 h / 20 °C

6.1: 88.4 percent / H₂ / 20 percent Pd(OH)2/C / ethanol / 5 h / 760 Torr

7.1: 91 percent / Br₂ / CCl₄; tetrahydrofuran; CH₂Cl₂ / 2 h / 0 °C

8.1: 89.8 percent / K₂CO₃ / dimethylformamide / 3 h / 60 °C

9.1: 94.6 percent / Et₃N; DMAP / CH₂Cl₂ / 4 h / 20 °C

With dmap; sulfuric acid; potassium tert-butylate; hydrogen; bromine; sodium hydride; potassium carbonate; hydrazine hydrate; triethylamine; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1248/cpb.48.1549

Reference yield:

: 310903-96-9
(Z)-3-(2-bromo-5-hydroxy-4-methoxy-3-methylphenylmethylene)-1-methyl-2,5-piperazinedione

: 221146-84-5
3-(5-benzyloxy-2-bromo-4-methoxy-3-methylphenylmethyl)-4-isopropyloxycarbonyl-1-methyl-2,5-piperazinedione

Guidance literature:: Multi-step reaction with 4 steps

1: 88.4 percent / H₂ / 20 percent Pd(OH)2/C / ethanol / 5 h / 760 Torr

2: 91 percent / Br₂ / CCl₄; tetrahydrofuran; CH₂Cl₂ / 2 h / 0 °C

3: 89.8 percent / K₂CO₃ / dimethylformamide / 3 h / 60 °C

4: 94.6 percent / Et₃N; DMAP / CH₂Cl₂ / 4 h / 20 °C

With dmap; hydrogen; bromine; potassium carbonate; triethylamine; palladium dihydroxide; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1248/cpb.48.1549