(2S,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-(2-trimethylsilyloxyethyl)-4-triphenylsilyloxy-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazol-2-yl)]methyl-4-methoxy-6-triethylsilyloxymethyl-tetrahydro-2H-pyran-2-ol

Base Information

Chemical Name:(2S,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-(2-trimethylsilyloxyethyl)-4-triphenylsilyloxy-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazol-2-yl)]methyl-4-methoxy-6-triethylsilyloxymethyl-tetrahydro-2H-pyran-2-ol
CAS No.:296785-20-1
Molecular Formula:C₅₀H₇₃NO₈Si₃
Molecular Weight:900.388
Hs Code.:

(2S,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-(2-trimethylsilyloxyethyl)-4-triphenylsilyloxy-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazol-2-yl)]methyl-4-methoxy-6-triethylsilyloxymethyl-tetrahydro-2H-pyran-2-ol

Synonyms:(2S,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-(2-trimethylsilyloxyethyl)-4-triphenylsilyloxy-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazol-2-yl)]methyl-4-methoxy-6-triethylsilyloxymethyl-tetrahydro-2H-pyran-2-ol

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Chemical Property of (2S,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-(2-trimethylsilyloxyethyl)-4-triphenylsilyloxy-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazol-2-yl)]methyl-4-methoxy-6-triethylsilyloxymethyl-tetrahydro-2H-pyran-2-ol

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Technology Process of (2S,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-(2-trimethylsilyloxyethyl)-4-triphenylsilyloxy-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazol-2-yl)]methyl-4-methoxy-6-triethylsilyloxymethyl-tetrahydro-2H-pyran-2-ol

There total 22 articles about (2S,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-(2-trimethylsilyloxyethyl)-4-triphenylsilyloxy-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazol-2-yl)]methyl-4-methoxy-6-triethylsilyloxymethyl-tetrahydro-2H-pyran-2-ol 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:

: 147849-63-6
tert-butyl (5R)-3-oxo-5-hydroxy-6-benzyloxyhexanoate

: 296785-20-1
(2S,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-(2-trimethylsilyloxyethyl)-4-triphenylsilyloxy-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazol-2-yl)]methyl-4-methoxy-6-triethylsilyloxymethyl-tetrahydro-2H-pyran-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 76 percent / chlorotrimethylsilane / CH₂Cl₂ / 24 h / 0 °C

2.1: 86 percent / H₂ / Raney-Ni / propan-2-ol / 3 h / 20 °C / 760 Torr

3.1: 242 mg / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C / 760.05 Torr

4.1: 381 mg / imidazole; 4-(dimethylamino)pyridine / dimethylformamide / 18 h / 20 °C

5.1: LiNEt₂ / tetrahydrofuran; hexane / 0.17 h / -78 °C

5.2: tetrahydrofuran; hexane / 0.5 h / -78 °C

With 1H-imidazole; dmap; chloro-trimethyl-silane; lithium diethylamide; hydrogen; palladium on activated charcoal; nickel; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/ja002356g

Reference yield:

: 101712-01-0,141423-22-5,141423-21-4
(R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-methylpentane-1,3-dione

: 296785-20-1
(2S,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-(2-trimethylsilyloxyethyl)-4-triphenylsilyloxy-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazol-2-yl)]methyl-4-methoxy-6-triethylsilyloxymethyl-tetrahydro-2H-pyran-2-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: c-(hex)2BCl; EtNMe₂ / diethyl ether / 2 h / 0 °C

1.2: diethyl ether / 2 h / -78 - 0 °C

2.1: 81 percent / Me₄NBH(OAc)3 / acetic acid / 1.5 h / 0 - 20 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 0.92 h / 20 °C

4.1: 2.93 g / imidazole / CH₂Cl₂ / 1.5 h / 20 °C

5.1: LDA / tetrahydrofuran; hexane / 0.25 h / -78 °C

5.2: tetrahydrofuran; hexane / 0.25 h / -78 °C

6.1: 5.94 g / BF₃*Et₂O; triethylsilane / CH₂Cl₂ / 27 h / -78 - -30 °C

7.1: 96 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 2 h / -20 °C

8.1: 99 percent / imidazole; 4-(dimethylamino)pyridine / dimethylformamide / 1 h / 20 °C

9.1: LiNEt₂ / tetrahydrofuran; hexane / 0.17 h / -78 °C

9.2: tetrahydrofuran; hexane / 0.5 h / -78 °C

With 1H-imidazole; triethylsilane; dmap; lithium aluminium tetrahydride; N,N-dimethyl-ethanamine; boron trifluoride diethyl etherate; dicyclohexylboron chloride; lithium diethylamide; 1,8-diazabicyclo[5.4.0]undec-7-ene; tetramethylammonium triacetoxyborohydride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/ja002356g

Reference yield:

: 296785-14-3
(6R)-4-methoxy-6-(benzyloxymethyl)-5,6-dihydro-2H-pyran-2-one

: 296785-20-1
(2S,4R,6R)-2-[4-((E)-2-[(2R,3S,4S,5S,6R)-3,5-dimethyl-6-(2-trimethylsilyloxyethyl)-4-triphenylsilyloxy-tetrahydro-2H-pyran-2-yl]prop-1-enyl)(1,3-oxazol-2-yl)]methyl-4-methoxy-6-triethylsilyloxymethyl-tetrahydro-2H-pyran-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 86 percent / H₂ / Raney-Ni / propan-2-ol / 3 h / 20 °C / 760 Torr

2.1: 242 mg / H₂ / Pd/C / ethyl acetate / 1 h / 20 °C / 760.05 Torr

3.1: 381 mg / imidazole; 4-(dimethylamino)pyridine / dimethylformamide / 18 h / 20 °C

4.1: LiNEt₂ / tetrahydrofuran; hexane / 0.17 h / -78 °C

4.2: tetrahydrofuran; hexane / 0.5 h / -78 °C

With 1H-imidazole; dmap; lithium diethylamide; hydrogen; palladium on activated charcoal; nickel; In tetrahydrofuran; hexane; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/ja002356g