2-[6-(2,4-Dichloro-phenyl)-6-oxo-hexylsulfanylmethyl]-2-hydroxy-succinic acid dimethyl ester

Base Information

Chemical Name:2-[6-(2,4-Dichloro-phenyl)-6-oxo-hexylsulfanylmethyl]-2-hydroxy-succinic acid dimethyl ester
CAS No.:180622-84-8
Molecular Formula:C₁₉H₂₄Cl₂O₆S
Molecular Weight:451.368
Hs Code.:

Synonyms:2-[6-(2,4-Dichloro-phenyl)-6-oxo-hexylsulfanylmethyl]-2-hydroxy-succinic acid dimethyl ester

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Chemical Property of 2-[6-(2,4-Dichloro-phenyl)-6-oxo-hexylsulfanylmethyl]-2-hydroxy-succinic acid dimethyl ester

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Technology Process of 2-[6-(2,4-Dichloro-phenyl)-6-oxo-hexylsulfanylmethyl]-2-hydroxy-succinic acid dimethyl ester

There total 12 articles about 2-[6-(2,4-Dichloro-phenyl)-6-oxo-hexylsulfanylmethyl]-2-hydroxy-succinic acid dimethyl 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: 77.0%

: 2-[6-(2,4-Dichloro-phenyl)-6-hydroxy-hexylsulfanylmethyl]-2-hydroxy-succinic acid dimethyl ester

: 180622-84-8
2-[6-(2,4-Dichloro-phenyl)-6-oxo-hexylsulfanylmethyl]-2-hydroxy-succinic acid dimethyl ester

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; for 0.5h;
DOI:10.1021/jm960167w

Reference yield:

: 17814-85-6
(4-carboxybutyl)triphenylphosphonium bromide

: 180622-84-8
2-[6-(2,4-Dichloro-phenyl)-6-oxo-hexylsulfanylmethyl]-2-hydroxy-succinic acid dimethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) NaCH₂SOCH₃ / 1.) DMSO, RT, 30 min, 2.) DMSO, RT, 1 h

2: diethyl ether; methanol

3: DIBAL-H / CH₂Cl₂ / 0.5 h / 0 °C

4: NBS, Ph₃P / CH₂Cl₂ / 0.42 h / 0 - 20 °C

5: dimethylformamide / 2 h / 4A molecular sieves

6: 1.) NaOMe / 1.) MeOH, 10 min, 2.) MeOH, RT, 18 h

7: aq. KH₂PO₄ / diethyl ether / 18 h / 0 °C

8: aq. HCl / 3.5 h / Heating

9: 87 percent / diethyl ether; methanol / Ambient temperature

10: 1.) BH₃, 2.) aq. NaBO₃ / 1.) THF, 0 deg C, 30 min, 2.) THF, 0 deg C, 1.5 h

11: 77 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 0.5 h

With hydrogenchloride; sodium perborate; potassium dihydrogenphosphate; N-Bromosuccinimide; oxalyl dichloride; borane; sodium methylate; diisobutylaluminium hydride; sodium methylsulfinylmethanide; dimethyl sulfoxide; triethylamine; triphenylphosphine; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm960167w

Reference yield:

: 874-42-0
2,4-dichlorobenzaldeyhde

: 180622-84-8
2-[6-(2,4-Dichloro-phenyl)-6-oxo-hexylsulfanylmethyl]-2-hydroxy-succinic acid dimethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) NaCH₂SOCH₃ / 1.) DMSO, RT, 30 min, 2.) DMSO, RT, 1 h

2: diethyl ether; methanol

3: DIBAL-H / CH₂Cl₂ / 0.5 h / 0 °C

4: NBS, Ph₃P / CH₂Cl₂ / 0.42 h / 0 - 20 °C

5: dimethylformamide / 2 h / 4A molecular sieves

6: 1.) NaOMe / 1.) MeOH, 10 min, 2.) MeOH, RT, 18 h

7: aq. KH₂PO₄ / diethyl ether / 18 h / 0 °C

8: aq. HCl / 3.5 h / Heating

9: 87 percent / diethyl ether; methanol / Ambient temperature

10: 1.) BH₃, 2.) aq. NaBO₃ / 1.) THF, 0 deg C, 30 min, 2.) THF, 0 deg C, 1.5 h

11: 77 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂ / 0.5 h

With hydrogenchloride; sodium perborate; potassium dihydrogenphosphate; N-Bromosuccinimide; oxalyl dichloride; borane; sodium methylate; diisobutylaluminium hydride; sodium methylsulfinylmethanide; dimethyl sulfoxide; triethylamine; triphenylphosphine; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm960167w