(2R,3S)-3-[(S)-2-(2-Cyclopropoxy-5-trifluoromethoxy-phenyl)-3-methanesulfonyloxy-propyl]-3-hydroxy-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(2R,3S)-3-[(S)-2-(2-Cyclopropoxy-5-trifluoromethoxy-phenyl)-3-methanesulfonyloxy-propyl]-3-hydroxy-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester
CAS No.:1027911-11-0
Molecular Formula:C₃₀H₃₈F₃NO₈S
Molecular Weight:629.695
Hs Code.:

(2R,3S)-3-[(S)-2-(2-Cyclopropoxy-5-trifluoromethoxy-phenyl)-3-methanesulfonyloxy-propyl]-3-hydroxy-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

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Chemical Property of (2R,3S)-3-[(S)-2-(2-Cyclopropoxy-5-trifluoromethoxy-phenyl)-3-methanesulfonyloxy-propyl]-3-hydroxy-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

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Technology Process of (2R,3S)-3-[(S)-2-(2-Cyclopropoxy-5-trifluoromethoxy-phenyl)-3-methanesulfonyloxy-propyl]-3-hydroxy-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

There total 11 articles about (2R,3S)-3-[(S)-2-(2-Cyclopropoxy-5-trifluoromethoxy-phenyl)-3-methanesulfonyloxy-propyl]-3-hydroxy-2-phenyl-piperidine-1-carboxylic acid tert-butyl 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:

: 405517-60-4
2-(2-cyclopropoxy-5-trifluoromethoxy-phenyl)-prop-2-en-1-ol

: 1027911-11-0
(2R,3S)-3-[(S)-2-(2-Cyclopropoxy-5-trifluoromethoxy-phenyl)-3-methanesulfonyloxy-propyl]-3-hydroxy-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: DIEA / CH₂Cl₂ / -40 °C

2.1: LiBr / dimethylformamide / 16 h / 10 °C

3.1: 99 percent / zinc / dimethylformamide / 10 - 15 °C

4.1: 95 percent / LiHMDS / tetrahydrofuran / 1 h / 20 °C

5.1: BH₃ / tetrahydrofuran / 16 h / -10 - 20 °C

5.2: H₂O₂; NaOH / H₂O / 10 - 45 °C

5.3: aq. HF / acetonitrile / 3 h / 20 °C

6.1: DIEA / tetrahydrofuran / 1 h / -20 - 0 °C

With borane; N-ethyl-N,N-diisopropylamine; lithium bromide; lithium hexamethyldisilazane; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo0157472

Reference yield:

: 208831-25-8
1-(cyclopropyloxy)-2-iodo-4-(trifluoromethoxy)benzene

: 1027911-11-0
(2R,3S)-3-[(S)-2-(2-Cyclopropoxy-5-trifluoromethoxy-phenyl)-3-methanesulfonyloxy-propyl]-3-hydroxy-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: magnesium; methyl tert-butyl ether / 3 h / Heating

1.2: methyl tert-butyl ether / -20 - 5 °C

2.1: KOt-Bu / tetrahydrofuran / -20 - 20 °C

3.1: 5.48 g / LiI / various solvent(s) / 30 h / 100 °C

4.1: DIEA / CH₂Cl₂ / -40 °C

5.1: LiBr / dimethylformamide / 16 h / 10 °C

6.1: 99 percent / zinc / dimethylformamide / 10 - 15 °C

7.1: 95 percent / LiHMDS / tetrahydrofuran / 1 h / 20 °C

8.1: BH₃ / tetrahydrofuran / 16 h / -10 - 20 °C

8.2: H₂O₂; NaOH / H₂O / 10 - 45 °C

8.3: aq. HF / acetonitrile / 3 h / 20 °C

9.1: DIEA / tetrahydrofuran / 1 h / -20 - 0 °C

With tert-butyl methyl ether; borane; potassium tert-butylate; magnesium; N-ethyl-N,N-diisopropylamine; lithium bromide; lithium iodide; lithium hexamethyldisilazane; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo0157472

Reference yield:

: 405517-59-1
2-chloromethyl-2-(2-cyclopropoxy-5-trifluoromethoxy-phenyl)-oxirane

: 1027911-11-0
(2R,3S)-3-[(S)-2-(2-Cyclopropoxy-5-trifluoromethoxy-phenyl)-3-methanesulfonyloxy-propyl]-3-hydroxy-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 5.48 g / LiI / various solvent(s) / 30 h / 100 °C

2.1: DIEA / CH₂Cl₂ / -40 °C

3.1: LiBr / dimethylformamide / 16 h / 10 °C

4.1: 99 percent / zinc / dimethylformamide / 10 - 15 °C

5.1: 95 percent / LiHMDS / tetrahydrofuran / 1 h / 20 °C

6.1: BH₃ / tetrahydrofuran / 16 h / -10 - 20 °C

6.2: H₂O₂; NaOH / H₂O / 10 - 45 °C

6.3: aq. HF / acetonitrile / 3 h / 20 °C

7.1: DIEA / tetrahydrofuran / 1 h / -20 - 0 °C

With borane; N-ethyl-N,N-diisopropylamine; lithium bromide; lithium iodide; lithium hexamethyldisilazane; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo0157472