Benzoic acid (S)-((2R,4S,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-(2-trimethylsilanyl-ethoxycarbonyl)-methyl ester

Base Information

Chemical Name:Benzoic acid (S)-((2R,4S,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-(2-trimethylsilanyl-ethoxycarbonyl)-methyl ester
CAS No.:129156-14-5
Molecular Formula:C₂₉H₄₀O₆SeSi
Molecular Weight:591.678
Hs Code.:

Benzoic acid (S)-((2R,4S,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-(2-trimethylsilanyl-ethoxycarbonyl)-methyl ester

Synonyms:Benzoic acid (S)-((2R,4S,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-(2-trimethylsilanyl-ethoxycarbonyl)-methyl ester

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Chemical Property of Benzoic acid (S)-((2R,4S,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-(2-trimethylsilanyl-ethoxycarbonyl)-methyl ester

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Technology Process of Benzoic acid (S)-((2R,4S,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-(2-trimethylsilanyl-ethoxycarbonyl)-methyl ester

There total 13 articles about Benzoic acid (S)-((2R,4S,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-(2-trimethylsilanyl-ethoxycarbonyl)-methyl 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: 100.0%

: 111194-18-4,111194-19-5
(S)-Hydroxy-((2R,4S,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-acetic acid 2-trimethylsilanyl-ethyl ester

: 98-88-4
benzoyl chloride

: 129156-14-5
Benzoic acid (S)-((2R,4S,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-(2-trimethylsilanyl-ethoxycarbonyl)-methyl ester

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 1.66667h;
DOI:10.1016/S0040-4020(01)81980-3

Reference yield:

: 41998-65-6,52884-22-7,52884-23-8,104996-28-3,113083-45-7,113083-46-8,119365-32-1
(2R*,3R*)-3-methyl-4-pentyne-2-ol

: 129156-14-5
Benzoic acid (S)-((2R,4S,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-(2-trimethylsilanyl-ethoxycarbonyl)-methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1) n-BuLi

2: 85 percent / H₂, quinoline / Pd/BaSO₄ (5percent) / ethanol / 1 h

3: 89 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -85 °C

4: 1) LDA / hexane, THF, -75 deg C, 1) 1 h, 2) 2.5 h

5: conc. HCl / tetrahydrofuran; H₂O / 0.33 h / Ambient temperature

6: 0.80 g / p-TsOH / 3.5 h / Ambient temperature

7: 100 percent / pyridine, DMAP / CH₂Cl₂ / 1.67 h / 20 °C

With pyridine; quinoline; hydrogenchloride; dmap; n-butyllithium; hydrogen; toluene-4-sulfonic acid; lithium diisopropyl amide; Pd-BaSO₄; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; water;
DOI:10.1016/S0040-4020(01)81980-3

Reference yield:

: 66186-46-7,66791-79-5,105087-16-9,129213-89-4
(4R*,5R*)-4-methyl-5-hydroxy-2-hexynoic acid

: 129156-14-5
Benzoic acid (S)-((2R,4S,5R,6R)-2-methoxy-5,6-dimethyl-4-phenylselanylmethyl-tetrahydro-pyran-2-yl)-(2-trimethylsilanyl-ethoxycarbonyl)-methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 85 percent / H₂, quinoline / Pd/BaSO₄ (5percent) / ethanol / 1 h

2: 89 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -85 °C

3: 1) LDA / hexane, THF, -75 deg C, 1) 1 h, 2) 2.5 h

4: conc. HCl / tetrahydrofuran; H₂O / 0.33 h / Ambient temperature

5: 0.80 g / p-TsOH / 3.5 h / Ambient temperature

6: 100 percent / pyridine, DMAP / CH₂Cl₂ / 1.67 h / 20 °C

With pyridine; quinoline; hydrogenchloride; dmap; n-butyllithium; hydrogen; toluene-4-sulfonic acid; lithium diisopropyl amide; Pd-BaSO₄; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; water;
DOI:10.1016/S0040-4020(01)81980-3