(2S,3R,6S)-6-<(R)-2-(tert-butyldimethylsilyloxy)-1,1-dimethyl-4-(phenylsulfonyl)butyl>tetrahydro-2-methoxy-3-methyl-2H-pyran

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Chemical Name:(2S,3R,6S)-6-<(R)-2-(tert-butyldimethylsilyloxy)-1,1-dimethyl-4-(phenylsulfonyl)butyl>tetrahydro-2-methoxy-3-methyl-2H-pyran
CAS No.:115378-66-0
Molecular Formula:C₂₅H₄₄O₅SSi
Molecular Weight:484.773
Hs Code.:

Synonyms:(2S,3R,6S)-6-<(R)-2-(tert-butyldimethylsilyloxy)-1,1-dimethyl-4-(phenylsulfonyl)butyl>tetrahydro-2-methoxy-3-methyl-2H-pyran

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Chemical Property of (2S,3R,6S)-6-<(R)-2-(tert-butyldimethylsilyloxy)-1,1-dimethyl-4-(phenylsulfonyl)butyl>tetrahydro-2-methoxy-3-methyl-2H-pyran

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Technology Process of (2S,3R,6S)-6-<(R)-2-(tert-butyldimethylsilyloxy)-1,1-dimethyl-4-(phenylsulfonyl)butyl>tetrahydro-2-methoxy-3-methyl-2H-pyran

There total 16 articles about (2S,3R,6S)-6-<(R)-2-(tert-butyldimethylsilyloxy)-1,1-dimethyl-4-(phenylsulfonyl)butyl>tetrahydro-2-methoxy-3-methyl-2H-pyran 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: 65.0%

: 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

: 115378-66-0
(2S,3R,6S)-6-<(R)-2-(tert-butyldimethylsilyloxy)-1,1-dimethyl-4-(phenylsulfonyl)butyl>tetrahydro-2-methoxy-3-methyl-2H-pyran

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 1h; Ambient temperature;
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

: 115378-66-0
(2S,3R,6S)-6-<(R)-2-(tert-butyldimethylsilyloxy)-1,1-dimethyl-4-(phenylsulfonyl)butyl>tetrahydro-2-methoxy-3-methyl-2H-pyran

Guidance literature:: Multi-step reaction with 9 steps

1: OsO₄, NaIO₄ / diethyl ether; H₂O / Ambient temperature

2: NaBH₄ / ethanol / 0 °C

3: DMAP, Et₃N / Ambient temperature

4: KI / dimethylsulfoxide / Ambient temperature

5: LDA, MeOK / tetrahydrofuran; methanol / -78 degC to rt

6: 1.) DIBAL; 2.) CSA / 1.) PhMe, -78 degC; 2.) rt

7: Na / liquid ammonia / -78 °C

8: Et₃N / Ambient temperature

With dmap; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; camphor-10-sulfonic acid; potassium methanolate; sodium; diisobutylaluminium hydride; triethylamine; potassium iodide; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; ethanol; ammonia; water; dimethyl sulfoxide;
DOI:10.1246/cl.1987.2097

Reference yield:

: 115378-55-7
Propionic acid (1S,3R)-3,5-bis-benzyloxy-2,2-dimethyl-1-(2-oxo-ethyl)-pentyl ester

: 115378-66-0
(2S,3R,6S)-6-<(R)-2-(tert-butyldimethylsilyloxy)-1,1-dimethyl-4-(phenylsulfonyl)butyl>tetrahydro-2-methoxy-3-methyl-2H-pyran

Guidance literature:: Multi-step reaction with 8 steps

1: NaBH₄ / ethanol / 0 °C

2: DMAP, Et₃N / Ambient temperature

3: KI / dimethylsulfoxide / Ambient temperature

4: LDA, MeOK / tetrahydrofuran; methanol / -78 degC to rt

5: 1.) DIBAL; 2.) CSA / 1.) PhMe, -78 degC; 2.) rt

6: Na / liquid ammonia / -78 °C

7: Et₃N / Ambient temperature

With dmap; sodium tetrahydroborate; camphor-10-sulfonic acid; potassium methanolate; sodium; diisobutylaluminium hydride; triethylamine; potassium iodide; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; ammonia; dimethyl sulfoxide;
DOI:10.1246/cl.1987.2097