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

Base Information

Chemical Name: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
CAS No.:126948-60-5
Molecular Formula:C₄₂H₆₁N₃O₈SSi₂
Molecular Weight:824.199
Hs Code.:

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

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 12 articles about 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 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:

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

: 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

Guidance literature:: Multi-step reaction with 10 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

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:

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

: 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

Guidance literature:: Multi-step reaction with 11 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

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:

: 126925-59-5
(2R)-trans-4-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-3,6-dihydro-6-methyl-3-oxo-2H-pyran-2-yl 3-chlorobenzoate

: 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

Guidance literature:: Multi-step reaction with 7 steps

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

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

3: N₂H₄ / methanol / 0.17 h / 25 °C

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

5: 99 percent / 2,6-lutidine / 0.5 h / -25 - 0 °C

6: 91 percent / DIBAL / CH₂Cl₂ / 1 h / -78 °C

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

With 2,6-dimethylpyridine; zinc(II) tetrahydroborate; di-isopropyl azodicarboxylate; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; ammonium chloride; triphenylphosphine; hydrazine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene;