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

Base Information

Chemical Name: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
CAS No.:180344-14-3
Molecular Formula:C₂₉H₃₆Cl₃N₅O₇S
Molecular Weight:705.059
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 10 articles about 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 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: 73.0%

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

: (R)-4-((S)-4-Isopropyl-2-oxo-oxazolidin-3-yl)-4-oxo-3-[2-(2,2,2-trichloro-ethoxycarbonylamino)-thiazol-4-ylmethyl]-butyric acid

: 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

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25 ℃; for 25h;
DOI:10.1016/S0968-0896(98)00265-X

Reference yield:

: 2627-86-3
(S)-1-phenyl-ethylamine

: 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

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / Et₃N / methanol / 1.) 25 deg C, 5 min, 2.) reflux, 30 min

2: 73 percent / i-Pr₂NEt, BOP*PF₆ / dimethylformamide / 25 h / 25 °C

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(98)00265-X

Reference yield:

: 96021-69-1,147208-39-7
N-lithio-(4S)-4-isopropyl-2-oxazolidone

: 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

Guidance literature:: Multi-step reaction with 9 steps

1: 67 percent / tetrahydrofuran / 5 h / 25 °C

2: (COCl)2 / CH₂Cl₂ / 1.) 0 deg C, 10 min, 2.) 25 deg C, 1.5 h, 3.) reflux, 30 min

3: 2.) HBr / 1.) Et₂O, 0 deg C, 45 min, 2.) AcOH, 0 deg C, 1 h

4: 55 percent / tetrahydrofuran / 25 °C

5: 4.23 g / thiourea / propan-2-ol / 0.5 h / Heating

6: 61 percent / i-Pr₂NEt, DMAP / CH₂Cl₂ / 1.) 0 deg C, 45 min, 2.) 25 deg C, 16 h

7: 59 percent / NaHMDS / tetrahydrofuran / -78 °C / 1.) 45 min, 2.) 2 h

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

9: 73 percent / i-Pr₂NEt, BOP*PF₆ / dimethylformamide / 25 h / 25 °C

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