(R)-tert-butyl 3-(4-{4-[bis(2-chloroethyl)amino]phenyl}butyryloxy)-4-[N,N-bis(2-chloroethyl)amino]butyrate

Base Information

Chemical Name:(R)-tert-butyl 3-(4-{4-[bis(2-chloroethyl)amino]phenyl}butyryloxy)-4-[N,N-bis(2-chloroethyl)amino]butyrate
CAS No.:543698-03-9
Molecular Formula:C₂₆H₄₀Cl₄N₂O₄
Molecular Weight:586.427
Hs Code.:

Synonyms:(R)-tert-butyl 3-(4-{4-[bis(2-chloroethyl)amino]phenyl}butyryloxy)-4-[N,N-bis(2-chloroethyl)amino]butyrate

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Chemical Property of (R)-tert-butyl 3-(4-{4-[bis(2-chloroethyl)amino]phenyl}butyryloxy)-4-[N,N-bis(2-chloroethyl)amino]butyrate

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Technology Process of (R)-tert-butyl 3-(4-{4-[bis(2-chloroethyl)amino]phenyl}butyryloxy)-4-[N,N-bis(2-chloroethyl)amino]butyrate

There total 9 articles about (R)-tert-butyl 3-(4-{4-[bis(2-chloroethyl)amino]phenyl}butyryloxy)-4-[N,N-bis(2-chloroethyl)amino]butyrate 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:

: 543698-08-4
3-(4-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-butyryloxy)-4-[bis-(2-hydroxy-ethyl)-amino]-butyric acid tert-butyl ester

: 543698-03-9
(R)-tert-butyl 3-(4-{4-[bis(2-chloroethyl)amino]phenyl}butyryloxy)-4-[N,N-bis(2-chloroethyl)amino]butyrate

Guidance literature:: With dmap; triethylamine; p-toluenesulfonyl chloride; In dichloromethane; at 20 ℃; for 8h;
DOI:10.1016/S0968-0896(02)00458-3

Reference yield:

: 108100-50-1
(R)-tert-butyl 3,4-epoxybutanoate

: 543698-03-9
(R)-tert-butyl 3-(4-{4-[bis(2-chloroethyl)amino]phenyl}butyryloxy)-4-[N,N-bis(2-chloroethyl)amino]butyrate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 50 percent / silica gel 60 / acetonitrile / 12 h / Heating

2.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / CH₂Cl₂ / 2 h / 20 °C

2.2: 52 percent / CH₂Cl₂ / 10 h / Heating

3.1: imidazole; TBAF / tetrahydrofuran / 0.5 h / 20 °C

4.1: Et₃N; DMAP; p-toluenesulfonyl chloride / CH₂Cl₂ / 8 h / 20 °C

With 1H-imidazole; dmap; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; silica gel; triethylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/S0968-0896(02)00458-3

Reference yield:

: 157594-60-0
(R)-di-tert-butyl 2-hydroxysuccinate

: 543698-03-9
(R)-tert-butyl 3-(4-{4-[bis(2-chloroethyl)amino]phenyl}butyryloxy)-4-[N,N-bis(2-chloroethyl)amino]butyrate

Guidance literature:: Multi-step reaction with 8 steps

1.1: Me₂S*BH₃; NaBH₄ / tetrahydrofuran / 4 h / 20 °C

1.2: 60 percent / p-toluenesulfonic acid / tetrahydrofuran; ethanol / 3 h

2.1: pyridine / 24 h / 0 °C

3.1: 173 mg / LiBr / butan-2-one / 0.5 h / Heating

4.1: 37 percent / Ag₂O / 1,2-dimethoxy-ethane / 12 h / Heating

5.1: 50 percent / silica gel 60 / acetonitrile / 12 h / Heating

6.1: Et₃N; 2,4,6-trichlorobenzoyl chloride / CH₂Cl₂ / 2 h / 20 °C

6.2: 52 percent / CH₂Cl₂ / 10 h / Heating

7.1: imidazole; TBAF / tetrahydrofuran / 0.5 h / 20 °C

8.1: Et₃N; DMAP; p-toluenesulfonyl chloride / CH₂Cl₂ / 8 h / 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; dimethylsulfide borane complex; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; silica gel; triethylamine; p-toluenesulfonyl chloride; lithium bromide; silver(l) oxide; In tetrahydrofuran; pyridine; 1,2-dimethoxyethane; dichloromethane; acetonitrile; butanone;
DOI:10.1016/S0968-0896(02)00458-3