tert-Butyl-[(R)-2-((2S,5R,6S)-6-methoxy-5-methyl-tetrahydro-pyran-2-yl)-2-methyl-1-(2-phenylsulfanyl-ethyl)-propoxy]-dimethyl-silane

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Chemical Name:tert-Butyl-[(R)-2-((2S,5R,6S)-6-methoxy-5-methyl-tetrahydro-pyran-2-yl)-2-methyl-1-(2-phenylsulfanyl-ethyl)-propoxy]-dimethyl-silane
CAS No.:115378-65-9
Molecular Formula:C₂₅H₄₄O₃SSi
Molecular Weight:452.774
Hs Code.:

Synonyms:tert-Butyl-[(R)-2-((2S,5R,6S)-6-methoxy-5-methyl-tetrahydro-pyran-2-yl)-2-methyl-1-(2-phenylsulfanyl-ethyl)-propoxy]-dimethyl-silane

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Chemical Property of tert-Butyl-[(R)-2-((2S,5R,6S)-6-methoxy-5-methyl-tetrahydro-pyran-2-yl)-2-methyl-1-(2-phenylsulfanyl-ethyl)-propoxy]-dimethyl-silane

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Technology Process of tert-Butyl-[(R)-2-((2S,5R,6S)-6-methoxy-5-methyl-tetrahydro-pyran-2-yl)-2-methyl-1-(2-phenylsulfanyl-ethyl)-propoxy]-dimethyl-silane

There total 13 articles about tert-Butyl-[(R)-2-((2S,5R,6S)-6-methoxy-5-methyl-tetrahydro-pyran-2-yl)-2-methyl-1-(2-phenylsulfanyl-ethyl)-propoxy]-dimethyl-silane 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:

: 115378-62-6
(R)-4-((2S,5R,6S)-6-Methoxy-5-methyl-tetrahydro-pyran-2-yl)-4-methyl-pentane-1,3-diol

: 115378-65-9
tert-Butyl-[(R)-2-((2S,5R,6S)-6-methoxy-5-methyl-tetrahydro-pyran-2-yl)-2-methyl-1-(2-phenylsulfanyl-ethyl)-propoxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / 12 h / Ambient temperature

2: 88 percent / tetrahydrofuran / 0.25 h / Ambient temperature

3: 2,6-lutidine / CH₂Cl₂ / 0.17 h / Ambient temperature

With 2,6-dimethylpyridine; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)81517-9

Reference yield:

: 115378-63-7
Toluene-4-sulfonic acid (R)-3-hydroxy-4-((2S,5R,6S)-6-methoxy-5-methyl-tetrahydro-pyran-2-yl)-4-methyl-pentyl ester

: 115378-65-9
tert-Butyl-[(R)-2-((2S,5R,6S)-6-methoxy-5-methyl-tetrahydro-pyran-2-yl)-2-methyl-1-(2-phenylsulfanyl-ethyl)-propoxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / tetrahydrofuran / 0.25 h / Ambient temperature

2: 2,6-lutidine / CH₂Cl₂ / 0.17 h / Ambient temperature

With 2,6-dimethylpyridine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)81517-9

Reference yield:

: 115378-54-6
Propionic acid (1S,3R)-1-allyl-3,5-bis-benzyloxy-2,2-dimethyl-pentyl ester

: 115378-65-9
tert-Butyl-[(R)-2-((2S,5R,6S)-6-methoxy-5-methyl-tetrahydro-pyran-2-yl)-2-methyl-1-(2-phenylsulfanyl-ethyl)-propoxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 12 steps

1: 1) OsO₄, 2) NaIO₄ / 1) ether, H₂O, 30 min, room temperature, 2) 12 h, room temperature

2: NaBH₄ / ethanol / 0.17 h / 0 °C

3: 91 percent / DMAP, Et₃N / 12 h / Ambient temperature

4: 94 percent / KI / dimethylsulfoxide / 12 h / Ambient temperature

5: 88 percent / LDA / tetrahydrofuran / 2 h / -78 °C

6: 1)KOMe, 2) p-TsOH*H₂O / 1) MeOH, room temperature, 7 days, 2) CH₂Cl₂, room temperature, 30 min

7: DIBAL (diisobutylaluminum hydride) / toluene / 2 h / -78 °C

8: CSA (camphorsulfonic acid) / methanol / 0.5 h / Ambient temperature

9: Na, liq. NH₃ / diethyl ether / 0.5 h / -78 °C

10: Et₃N / 12 h / Ambient temperature

11: 88 percent / tetrahydrofuran / 0.25 h / Ambient temperature

12: 2,6-lutidine / CH₂Cl₂ / 0.17 h / Ambient temperature

With 2,6-dimethylpyridine; dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; camphor-10-sulfonic acid; potassium methanolate; ammonia; sodium; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; potassium iodide; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1016/S0040-4020(01)81517-9