(4-{(R)-2-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-3-[dimethylcarbamoylmethyl-(1-hydroxy-cyclohexylmethyl)-carbamoyl]-propyl}-thiazol-2-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

Base Information

Chemical Name:(4-{(R)-2-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-3-[dimethylcarbamoylmethyl-(1-hydroxy-cyclohexylmethyl)-carbamoyl]-propyl}-thiazol-2-yl)-carbamic acid 2,2,2-trichloro-ethyl ester
CAS No.:225378-77-8
Molecular Formula:C₃₆H₅₈Cl₃N₅O₈S
Molecular Weight:827.31
Hs Code.:

(4-{(R)-2-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-3-[dimethylcarbamoylmethyl-(1-hydroxy-cyclohexylmethyl)-carbamoyl]-propyl}-thiazol-2-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

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Chemical Property of (4-{(R)-2-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-3-[dimethylcarbamoylmethyl-(1-hydroxy-cyclohexylmethyl)-carbamoyl]-propyl}-thiazol-2-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

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Technology Process of (4-{(R)-2-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-3-[dimethylcarbamoylmethyl-(1-hydroxy-cyclohexylmethyl)-carbamoyl]-propyl}-thiazol-2-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

There total 10 articles about (4-{(R)-2-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-3-[dimethylcarbamoylmethyl-(1-hydroxy-cyclohexylmethyl)-carbamoyl]-propyl}-thiazol-2-yl)-carbamic acid 2,2,2-trichloro-ethyl 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:

: 122621-77-6
(2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

: N-dimethylcarbamoylmethyl-N-(1-hydroxy-cyclohexylmethyl)-2-[2-(2,2,2-trichloro-ethoxycarbonylamino)-thiazol-4-ylmethyl]-succinamic acid

: 225378-77-8
(4-{(R)-2-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-3-[dimethylcarbamoylmethyl-(1-hydroxy-cyclohexylmethyl)-carbamoyl]-propyl}-thiazol-2-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 25 ℃; for 3.5h; Yield given;
DOI:10.1016/S0968-0896(98)00265-X

Reference yield:

: 160446-31-1
N,N-dimethyl-2-<<(1-hydroxycyclohexyl)methyl>amino>acetamide

: 225378-77-8
(4-{(R)-2-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-3-[dimethylcarbamoylmethyl-(1-hydroxy-cyclohexylmethyl)-carbamoyl]-propyl}-thiazol-2-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

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

2: Mg(OMe)2 / 1 h / 0 °C

3: 2N NaOH / tetrahydrofuran; methanol; H₂O / 14 h / 25 °C

4: i-Pr₂NEt, BOP*PF₆ / dimethylformamide / 3.5 h / 25 °C

With sodium hydroxide; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; magnesium methanolate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
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

: 225378-77-8
(4-{(R)-2-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-3-[dimethylcarbamoylmethyl-(1-hydroxy-cyclohexylmethyl)-carbamoyl]-propyl}-thiazol-2-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: Multi-step reaction with 9 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: i-Pr₂NEt, BOP*PF₆ / dimethylformamide / 25 h / 25 °C

7: Mg(OMe)2 / 1 h / 0 °C

8: 2N NaOH / tetrahydrofuran; methanol; H₂O / 14 h / 25 °C

9: i-Pr₂NEt, BOP*PF₆ / dimethylformamide / 3.5 h / 25 °C

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