(2R,3S,4S,6R)-4-(tert-butyldimethylsiloxy)-6-[(S)-[(2R,3S,4S)-3,4-dihydro-3-methyl-4-(triethylsiloxy)-2H-pyran-2-yl] (hydroxy)methyl] tetrahydro-6-methoxy-3-methyl-2-(4-benzyloxybutyl)-2H-pyran

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Chemical Name:(2R,3S,4S,6R)-4-(tert-butyldimethylsiloxy)-6-[(S)-[(2R,3S,4S)-3,4-dihydro-3-methyl-4-(triethylsiloxy)-2H-pyran-2-yl] (hydroxy)methyl] tetrahydro-6-methoxy-3-methyl-2-(4-benzyloxybutyl)-2H-pyran
CAS No.:203515-75-7
Molecular Formula:C₃₇H₆₆O₇Si₂
Molecular Weight:679.098
Hs Code.:

(2R,3S,4S,6R)-4-(tert-butyldimethylsiloxy)-6-[(S)-[(2R,3S,4S)-3,4-dihydro-3-methyl-4-(triethylsiloxy)-2H-pyran-2-yl] (hydroxy)methyl] tetrahydro-6-methoxy-3-methyl-2-(4-benzyloxybutyl)-2H-pyran

Synonyms:(2R,3S,4S,6R)-4-(tert-butyldimethylsiloxy)-6-[(S)-[(2R,3S,4S)-3,4-dihydro-3-methyl-4-(triethylsiloxy)-2H-pyran-2-yl] (hydroxy)methyl] tetrahydro-6-methoxy-3-methyl-2-(4-benzyloxybutyl)-2H-pyran

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Chemical Property of (2R,3S,4S,6R)-4-(tert-butyldimethylsiloxy)-6-[(S)-[(2R,3S,4S)-3,4-dihydro-3-methyl-4-(triethylsiloxy)-2H-pyran-2-yl] (hydroxy)methyl] tetrahydro-6-methoxy-3-methyl-2-(4-benzyloxybutyl)-2H-pyran

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Technology Process of (2R,3S,4S,6R)-4-(tert-butyldimethylsiloxy)-6-[(S)-[(2R,3S,4S)-3,4-dihydro-3-methyl-4-(triethylsiloxy)-2H-pyran-2-yl] (hydroxy)methyl] tetrahydro-6-methoxy-3-methyl-2-(4-benzyloxybutyl)-2H-pyran

There total 23 articles about (2R,3S,4S,6R)-4-(tert-butyldimethylsiloxy)-6-[(S)-[(2R,3S,4S)-3,4-dihydro-3-methyl-4-(triethylsiloxy)-2H-pyran-2-yl] (hydroxy)methyl] tetrahydro-6-methoxy-3-methyl-2-(4-benzyloxybutyl)-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: 90.0%

: 203515-74-6
(2R,3S,4S,6R)-4-(tert-butyldimethylsiloxy)-6-[(2R,3S,4S)-3,4-dihydro-3-methyl-4-(triethylsiloxy)-2H-pyran-2-(oxo)methyl] tetrahydro-6-methoxy-3-methyl-2-(4-benzyloxybutyl)-2H-pyran

: 203515-75-7
(2R,3S,4S,6R)-4-(tert-butyldimethylsiloxy)-6-[(S)-[(2R,3S,4S)-3,4-dihydro-3-methyl-4-(triethylsiloxy)-2H-pyran-2-yl] (hydroxy)methyl] tetrahydro-6-methoxy-3-methyl-2-(4-benzyloxybutyl)-2H-pyran

Guidance literature:: With potassium triethylborohydride; In tetrahydrofuran; at -78 - -40 ℃;
DOI:10.1002/anie.199727411

Reference yield:

: 203515-73-5
(2R,3S,4S)-4-(tert-butyldimethylsiloxy)-6-[(2R,3S,4S)-3,4-dihydro-3-methyl-4-(triethylsiloxy)-2H-pyran-2-(oxo)methyl] tetrahydro-6-phenylsulfone-3-methyl-2-(4-benzyloxybutyl)-2H-pyran

: 203515-75-7
(2R,3S,4S,6R)-4-(tert-butyldimethylsiloxy)-6-[(S)-[(2R,3S,4S)-3,4-dihydro-3-methyl-4-(triethylsiloxy)-2H-pyran-2-yl] (hydroxy)methyl] tetrahydro-6-methoxy-3-methyl-2-(4-benzyloxybutyl)-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: NaHCO₃; Na₂SO₃; ZnI₂ / 3.5 h

2: 90 percent / KBHEt₃ / tetrahydrofuran

With potassium triethylborohydride; sodium hydrogencarbonate; zinc(II) iodide; sodium sulfite; In tetrahydrofuran; 1: Substitution / 2: Reduction;
DOI:10.1016/S0040-4020(99)00438-X

Reference yield:

: 994-30-9
triethylsilyl chloride

: 203515-75-7
(2R,3S,4S,6R)-4-(tert-butyldimethylsiloxy)-6-[(S)-[(2R,3S,4S)-3,4-dihydro-3-methyl-4-(triethylsiloxy)-2H-pyran-2-yl] (hydroxy)methyl] tetrahydro-6-methoxy-3-methyl-2-(4-benzyloxybutyl)-2H-pyran

Guidance literature:: Multi-step reaction with 11 steps

1: imidazole

2: DIBALH / -78 °C

3: 81 percent / POCl₃, pyridine / 80 °C

4: 99 percent / LDBB / tetrahydrofuran / -78 °C

5: 1.) SO₃*pyridine, DMSO, 2.) Et₃N

6: NaClO₂, 2-methyl-2-butene, ethyl-1-propenyl ether / 2-methyl-propan-2-ol / pH 5.5

7: 1-chloro-N,N-trimethylpropenylamine

8: pyridine, DMAP

9: LDA / tetrahydrofuran / -78 °C

10: 1.) ZnI₂, 2.) MgBr₂*Et₂O / 1.) r.t., 2.) reflux

11: 90 percent / KBHEt₃ / tetrahydrofuran / -78 - -40 °C

With pyridine; 1H-imidazole; dmap; sodium chlorite; 2-methyl-but-2-ene; lithium 4,4′-di(tert-butyl)biphenyl; pyridine-SO₃ complex; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; ethyl-1-propenyl ether; diisobutylaluminium hydride; potassium triethylborohydride; dimethyl sulfoxide; triethylamine; zinc(II) iodide; magnesium bromide; lithium diisopropyl amide; trichlorophosphate; In tetrahydrofuran; tert-butyl alcohol;
DOI:10.1002/anie.199727411