N-dimethylcarbamoylmethyl-N-(1-phenyl-ethyl)-2-[2-(2,2,2-trichloro-ethoxycarbonylamino)-thiazol-4-ylmethyl]-succinamic acid

Base Information

Chemical Name:N-dimethylcarbamoylmethyl-N-(1-phenyl-ethyl)-2-[2-(2,2,2-trichloro-ethoxycarbonylamino)-thiazol-4-ylmethyl]-succinamic acid
CAS No.:160938-17-0
Molecular Formula:C₂₃H₂₇Cl₃N₄O₆S
Molecular Weight:593.916
Hs Code.:

<i>N</i>-dimethylcarbamoylmethyl-<i>N</i>-(1-phenyl-ethyl)-2-[2-(2,2,2-trichloro-ethoxycarbonylamino)-thiazol-4-ylmethyl]-succinamic acid

Synonyms:N-dimethylcarbamoylmethyl-N-(1-phenyl-ethyl)-2-[2-(2,2,2-trichloro-ethoxycarbonylamino)-thiazol-4-ylmethyl]-succinamic acid

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Chemical Property of N-dimethylcarbamoylmethyl-N-(1-phenyl-ethyl)-2-[2-(2,2,2-trichloro-ethoxycarbonylamino)-thiazol-4-ylmethyl]-succinamic acid

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Technology Process of N-dimethylcarbamoylmethyl-N-(1-phenyl-ethyl)-2-[2-(2,2,2-trichloro-ethoxycarbonylamino)-thiazol-4-ylmethyl]-succinamic acid

There total 8 articles about N-dimethylcarbamoylmethyl-N-(1-phenyl-ethyl)-2-[2-(2,2,2-trichloro-ethoxycarbonylamino)-thiazol-4-ylmethyl]-succinamic 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:

: 180344-14-3
3-<4-<<2-(dimethylamino)-2-oxoethyl><1(S)-phenylethyl>amino>-1,4-dioxo-2(R)-<<2-<<(2,2,2-trichloroethoxy)carbonyl>amino>-4-thiazolyl>methyl>butyl>-4(S)-(1-methylethyl)-2-oxazolidinone

: 160938-17-0
N-dimethylcarbamoylmethyl-N-(1-phenyl-ethyl)-2-[2-(2,2,2-trichloro-ethoxycarbonylamino)-thiazol-4-ylmethyl]-succinamic acid

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In water; trifluoroacetic acid; 1.) 0 deg C, 1.5 h, 2.) 25 deg C, 3.5 h;
DOI:10.1016/S0968-0896(98)00265-X

Reference yield:

: 160937-99-5
N,N-dimethyl-2-<<1(S)-phenylethyl>amino>acetamide

: 160938-17-0
N-dimethylcarbamoylmethyl-N-(1-phenyl-ethyl)-2-[2-(2,2,2-trichloro-ethoxycarbonylamino)-thiazol-4-ylmethyl]-succinamic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / i-Pr₂NEt, BOP*PF₆ / dimethylformamide / 25 h / 25 °C

2: 30 percent H₂O₂, LiOH*H₂O / H₂O; trifluoroacetic acid / 1.) 0 deg C, 1.5 h, 2.) 25 deg C, 3.5 h

With lithium hydroxide; dihydrogen peroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In water; N,N-dimethyl-formamide; trifluoroacetic acid;
DOI:10.1016/S0968-0896(98)00265-X

Reference yield:

: 160447-17-6
3-(5-bromo-1,4-dioxopentyl)-4(S)-(1-methylethyl)-2-oxazolidinone

: 160938-17-0
N-dimethylcarbamoylmethyl-N-(1-phenyl-ethyl)-2-[2-(2,2,2-trichloro-ethoxycarbonylamino)-thiazol-4-ylmethyl]-succinamic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 55 percent / tetrahydrofuran / 25 °C

2: 4.23 g / thiourea / propan-2-ol / 0.5 h / Heating

3: 61 percent / i-Pr₂NEt, DMAP / CH₂Cl₂ / 1.) 0 deg C, 45 min, 2.) 25 deg C, 16 h

4: 59 percent / NaHMDS / tetrahydrofuran / -78 °C / 1.) 45 min, 2.) 2 h

5: TFA / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) 25 deg C, 3 h

6: 73 percent / i-Pr₂NEt, BOP*PF₆ / dimethylformamide / 25 h / 25 °C

7: 30 percent H₂O₂, LiOH*H₂O / H₂O; trifluoroacetic acid / 1.) 0 deg C, 1.5 h, 2.) 25 deg C, 3.5 h

With dmap; lithium hydroxide; dihydrogen peroxide; sodium hexamethyldisilazane; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; thiourea; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; trifluoroacetic acid;
DOI:10.1016/S0968-0896(98)00265-X