(2R,4S,5R,6S)-5,6-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-3-one O-[(2S,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-mercapto-6-methyl-5,6-dihydro-2H-pyran-2-yl]-oxime

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Chemical Name:(2R,4S,5R,6S)-5,6-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-3-one O-[(2S,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-mercapto-6-methyl-5,6-dihydro-2H-pyran-2-yl]-oxime
CAS No.:126900-91-2
Molecular Formula:C₃₈H₅₉NO₇SSi₂
Molecular Weight:730.126
Hs Code.:

(2R,4S,5R,6S)-5,6-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-3-one O-[(2S,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-mercapto-6-methyl-5,6-dihydro-2H-pyran-2-yl]-oxime

Synonyms:(2R,4S,5R,6S)-5,6-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-3-one O-[(2S,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-mercapto-6-methyl-5,6-dihydro-2H-pyran-2-yl]-oxime

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Chemical Property of (2R,4S,5R,6S)-5,6-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-3-one O-[(2S,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-mercapto-6-methyl-5,6-dihydro-2H-pyran-2-yl]-oxime

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Technology Process of (2R,4S,5R,6S)-5,6-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-3-one O-[(2S,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-mercapto-6-methyl-5,6-dihydro-2H-pyran-2-yl]-oxime

There total 12 articles about (2R,4S,5R,6S)-5,6-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-3-one O-[(2S,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-mercapto-6-methyl-5,6-dihydro-2H-pyran-2-yl]-oxime 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:

: 126948-60-5
Imidazole-1-carbothioic acid S-[(2R,3R,6S)-6-[(2R,4S,5R,6S)-5,6-bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-(3Z)-ylideneaminooxy]-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-3,6-dihydro-2H-pyran-3-yl] ester

: 126900-91-2
(2R,4S,5R,6S)-5,6-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-3-one O-[(2S,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-mercapto-6-methyl-5,6-dihydro-2H-pyran-2-yl]-oxime

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 2h;

Reference yield:

: 126900-82-1
Benzoic acid (2R,3S,4R)-4-acetoxy-2-methyl-3,4-dihydro-2H-pyran-3-yl ester

: 126900-91-2
(2R,4S,5R,6S)-5,6-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-3-one O-[(2S,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-mercapto-6-methyl-5,6-dihydro-2H-pyran-2-yl]-oxime

Guidance literature:: Multi-step reaction with 12 steps

1: 72 percent / DIBAL / CH₂Cl₂ / 2.5 h / -78 °C

2: 55 percent / 55percent m-chloroperoxybenzoic acid, MgSO₄ / CH₂Cl₂ / 0.5 h / 0 °C

3: 67 percent / imidazole / CH₂Cl₂ / 30 h / 25 °C

4: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C to 25 deg C

5: Zn(BH₄)2, NH₄Cl / diethyl ether / 0.33 h / 0 °C

6: diisopropyl azodicarboxylate, Ph₃P / tetrahydrofuran / 0.5 h / 25 °C

7: N₂H₄ / methanol / 0.17 h / 25 °C

8: pyridinium p-toluenesulfonate (PPTS) / benzene / 3 h / 25 °C

9: 99 percent / 2,6-lutidine / 0.5 h / -25 - 0 °C

10: 91 percent / DIBAL / CH₂Cl₂ / 1 h / -78 °C

11: 1.) acetonitrile, 25 deg C, 20 h, 2.) toluene, 110 deg C, 1 h

12: DIBAL / CH₂Cl₂ / 2 h / -78 °C

With 1H-imidazole; 2,6-dimethylpyridine; zinc(II) tetrahydroborate; oxalyl dichloride; di-isopropyl azodicarboxylate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; magnesium sulfate; ammonium chloride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; hydrazine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;

Reference yield:

: 127000-08-2
Benzoic acid (2R,3R,4R)-4-hydroxy-2-methyl-3,4-dihydro-2H-pyran-3-yl ester

: 126900-91-2
(2R,4S,5R,6S)-5,6-Bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-3-one O-[(2S,5R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-5-mercapto-6-methyl-5,6-dihydro-2H-pyran-2-yl]-oxime

Guidance literature:: Multi-step reaction with 11 steps

1: 55 percent / 55percent m-chloroperoxybenzoic acid, MgSO₄ / CH₂Cl₂ / 0.5 h / 0 °C

2: 67 percent / imidazole / CH₂Cl₂ / 30 h / 25 °C

3: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C to 25 deg C

4: Zn(BH₄)2, NH₄Cl / diethyl ether / 0.33 h / 0 °C

5: diisopropyl azodicarboxylate, Ph₃P / tetrahydrofuran / 0.5 h / 25 °C

6: N₂H₄ / methanol / 0.17 h / 25 °C

7: pyridinium p-toluenesulfonate (PPTS) / benzene / 3 h / 25 °C

8: 99 percent / 2,6-lutidine / 0.5 h / -25 - 0 °C

9: 91 percent / DIBAL / CH₂Cl₂ / 1 h / -78 °C

10: 1.) acetonitrile, 25 deg C, 20 h, 2.) toluene, 110 deg C, 1 h

11: DIBAL / CH₂Cl₂ / 2 h / -78 °C

With 1H-imidazole; 2,6-dimethylpyridine; zinc(II) tetrahydroborate; oxalyl dichloride; di-isopropyl azodicarboxylate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; magnesium sulfate; ammonium chloride; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; hydrazine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;