3-Chloro-benzoic acid (2S,3R,6R)-2-[(2R,4S,5R,6S)-5,6-bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-(3Z)-ylideneaminooxy]-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-3,6-dihydro-2H-pyran-3-yl ester

Base Information

Chemical Name:3-Chloro-benzoic acid (2S,3R,6R)-2-[(2R,4S,5R,6S)-5,6-bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-(3Z)-ylideneaminooxy]-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-3,6-dihydro-2H-pyran-3-yl ester
CAS No.:126900-89-8
Molecular Formula:C₄₅H₆₂ClNO₉Si₂
Molecular Weight:852.613
Hs Code.:

3-Chloro-benzoic acid (2S,3R,6R)-2-[(2R,4S,5R,6S)-5,6-bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-(3Z)-ylideneaminooxy]-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-3,6-dihydro-2H-pyran-3-yl ester

Synonyms:3-Chloro-benzoic acid (2S,3R,6R)-2-[(2R,4S,5R,6S)-5,6-bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-(3Z)-ylideneaminooxy]-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-3,6-dihydro-2H-pyran-3-yl ester

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Chemical Property of 3-Chloro-benzoic acid (2S,3R,6R)-2-[(2R,4S,5R,6S)-5,6-bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-(3Z)-ylideneaminooxy]-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-3,6-dihydro-2H-pyran-3-yl ester

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Technology Process of 3-Chloro-benzoic acid (2S,3R,6R)-2-[(2R,4S,5R,6S)-5,6-bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-(3Z)-ylideneaminooxy]-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-3,6-dihydro-2H-pyran-3-yl ester

There total 9 articles about 3-Chloro-benzoic acid (2S,3R,6R)-2-[(2R,4S,5R,6S)-5,6-bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-(3Z)-ylideneaminooxy]-4-(tert-butyl-dimethyl-silanyloxy)-6-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: 99.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 126900-88-7
3-Chloro-benzoic acid (2S,3R,6R)-2-[(2R,4S,5R,6S)-5,6-bis-benzyloxy-4-hydroxy-2-methyl-dihydro-pyran-(3E)-ylideneaminooxy]-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-3,6-dihydro-2H-pyran-3-yl ester

: 126900-89-8
3-Chloro-benzoic acid (2S,3R,6R)-2-[(2R,4S,5R,6S)-5,6-bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-(3Z)-ylideneaminooxy]-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-3,6-dihydro-2H-pyran-3-yl ester

Guidance literature:: With 2,6-dimethylpyridine; at -25 - 0 ℃; for 0.5h;

Reference yield:

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

: 126900-89-8
3-Chloro-benzoic acid (2S,3R,6R)-2-[(2R,4S,5R,6S)-5,6-bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-(3Z)-ylideneaminooxy]-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-3,6-dihydro-2H-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 8 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

With 1H-imidazole; 2,6-dimethylpyridine; zinc(II) tetrahydroborate; oxalyl dichloride; di-isopropyl azodicarboxylate; pyridinium p-toluenesulfonate; 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

: 126900-89-8
3-Chloro-benzoic acid (2S,3R,6R)-2-[(2R,4S,5R,6S)-5,6-bis-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-dihydro-pyran-(3Z)-ylideneaminooxy]-4-(tert-butyl-dimethyl-silanyloxy)-6-methyl-3,6-dihydro-2H-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 9 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

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;