Cyclopentanecarboxylic acid, 2-[(1S)-3-[(1-phenyl-1H-tetrazol-5-yl)thio]-1-[(triethylsilyl)oxy]propyl]-, 2-(trimethylsilyl)ethyl ester, (1R,2R)-

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Chemical Name:Cyclopentanecarboxylic acid, 2-[(1S)-3-[(1-phenyl-1H-tetrazol-5-yl)thio]-1-[(triethylsilyl)oxy]propyl]-, 2-(trimethylsilyl)ethyl ester, (1R,2R)-
CAS No.:631919-59-0
Molecular Formula:C27H46N4O3SSi2
Molecular Weight:562.924
Hs Code.:

Cyclopentanecarboxylic acid,
2-[(1S)-3-[(1-phenyl-1H-tetrazol-5-yl)thio]-1-[(triethylsilyl)oxy]propyl]-,
2-(trimethylsilyl)ethyl ester, (1R,2R)-

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Chemical Property of Cyclopentanecarboxylic acid, 2-[(1S)-3-[(1-phenyl-1H-tetrazol-5-yl)thio]-1-[(triethylsilyl)oxy]propyl]-, 2-(trimethylsilyl)ethyl ester, (1R,2R)-

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Technology Process of Cyclopentanecarboxylic acid, 2-[(1S)-3-[(1-phenyl-1H-tetrazol-5-yl)thio]-1-[(triethylsilyl)oxy]propyl]-, 2-(trimethylsilyl)ethyl ester, (1R,2R)-

There total 8 articles about Cyclopentanecarboxylic acid, 2-[(1S)-3-[(1-phenyl-1H-tetrazol-5-yl)thio]-1-[(triethylsilyl)oxy]propyl]-, 2-(trimethylsilyl)ethyl ester, (1R,2R)- 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: 85.0%

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 631919-58-9
(1'S,1R,2R)-2-[1'-hydroxy-3-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-propyl]-cyclopentane-1-carboxylic acid 2-trimethylsilanyl-ethyl ester

: 631919-59-0
(1'S,1R,2R)-2-[3-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-1'-triethylsilanyloxy-propyl]-cyclopentane-1-carboxylic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ja030139k

Reference yield:

: 79414-15-6
2-(triphenyl-λ5-phosphine ylide) 2-(trimethylsilyl)ethyl acetate

: 631919-59-0
(1'S,1R,2R)-2-[3-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-1'-triethylsilanyloxy-propyl]-cyclopentane-1-carboxylic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 48 percent / CH₂Cl₂ / 12 h / Heating

2.1: CuI; TMSCl / tetrahydrofuran / 2 h / -78 °C

3.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

3.2: 72 percent / tetrahydrofuran; toluene / 3 h / -78 °C

4.1: 98 percent / RuCl₂(PCy₃)2CHPh / CH₂Cl₂ / 3 h / 20 °C

5.1: 100 percent / AcOH; H₂ / Pd/C / methanol / 12 h / 760 Torr

6.1: 97 percent / PPh₃; DIAD / tetrahydrofuran / 16 h / 0 - 20 °C

7.1: 85 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

With 2,6-dimethylpyridine; Grubbs catalyst first generation; copper(l) iodide; chloro-trimethyl-silane; di-isopropyl azodicarboxylate; hydrogen; potassium hexamethylsilazane; acetic acid; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; toluene; 4.1: Grubbs ring closure metathesis;
DOI:10.1021/ja030139k

Reference yield:

: 631919-29-4
(3E,2S,4S)-3-(2-phenyl-[1,3]dioxan-4-yl)-acrylic acid 2-trimethylsilanyl-ethyl ester

: 631919-59-0
(1'S,1R,2R)-2-[3-(1-phenyl-1H-tetrazol-5-ylsulfanyl)-1'-triethylsilanyloxy-propyl]-cyclopentane-1-carboxylic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 83 percent / CuI; TMSCl / tetrahydrofuran / 2 h / -78 °C

2.1: KHMDS / tetrahydrofuran; toluene / 0.5 h / -78 °C

2.2: 72 percent / tetrahydrofuran; toluene / 3 h / -78 °C

3.1: 98 percent / RuCl₂(PCy₃)2CHPh / CH₂Cl₂ / 3 h / 20 °C

4.1: 100 percent / AcOH; H₂ / Pd/C / methanol / 12 h / 760 Torr

5.1: 97 percent / PPh₃; DIAD / tetrahydrofuran / 16 h / 0 - 20 °C

6.1: 85 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

With 2,6-dimethylpyridine; Grubbs catalyst first generation; copper(l) iodide; chloro-trimethyl-silane; di-isopropyl azodicarboxylate; hydrogen; potassium hexamethylsilazane; acetic acid; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; toluene; 3.1: Grubbs ring closure metathesis;
DOI:10.1021/ja030139k