3-Nitro-benzoic acid (2S,3S,6S)-6-(2,3-bis-triethylsilanyloxy-propyl)-2-((E)-1,1-dimethyl-4-oxo-but-2-enyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:3-Nitro-benzoic acid (2S,3S,6S)-6-(2,3-bis-triethylsilanyloxy-propyl)-2-((E)-1,1-dimethyl-4-oxo-but-2-enyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester
CAS No.:849744-89-4
Molecular Formula:C₃₇H₅₉NO₁₁Si₂
Molecular Weight:750.047
Hs Code.:

3-Nitro-benzoic acid (2S,3S,6S)-6-(2,3-bis-triethylsilanyloxy-propyl)-2-((E)-1,1-dimethyl-4-oxo-but-2-enyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

Synonyms:3-Nitro-benzoic acid (2S,3S,6S)-6-(2,3-bis-triethylsilanyloxy-propyl)-2-((E)-1,1-dimethyl-4-oxo-but-2-enyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

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Chemical Property of 3-Nitro-benzoic acid (2S,3S,6S)-6-(2,3-bis-triethylsilanyloxy-propyl)-2-((E)-1,1-dimethyl-4-oxo-but-2-enyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

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Technology Process of 3-Nitro-benzoic acid (2S,3S,6S)-6-(2,3-bis-triethylsilanyloxy-propyl)-2-((E)-1,1-dimethyl-4-oxo-but-2-enyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

There total 9 articles about 3-Nitro-benzoic acid (2S,3S,6S)-6-(2,3-bis-triethylsilanyloxy-propyl)-2-((E)-1,1-dimethyl-4-oxo-but-2-enyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-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:

: 3-Nitro-benzoic acid (2S,3S,6S)-2-(2-acetoxy-1,1-dimethyl-pent-4-enyl)-6-(2,3-bis-triethylsilanyloxy-propyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

: 849744-89-4
3-Nitro-benzoic acid (2S,3S,6S)-6-(2,3-bis-triethylsilanyloxy-propyl)-2-((E)-1,1-dimethyl-4-oxo-but-2-enyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

Guidance literature:: 3-Nitro-benzoic acid (2S,3S,6S)-2-(2-acetoxy-1,1-dimethyl-pent-4-enyl)-6-(2,3-bis-triethylsilanyloxy-propyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester; With osmium(VIII) oxide; N-methyl-2-indolinone; In tetrahydrofuran; water; at 20 ℃; for 4h;

With lead(IV) acetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In benzene; at 20 ℃; for 3h;
DOI:10.1021/ol0501931

Reference yield:

: 849744-81-6
3-Nitro-benzoic acid (2S,3S,6R)-6-allyl-2-(1,1-dimethyl-2-oxo-ethyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

: 849744-89-4
3-Nitro-benzoic acid (2S,3S,6S)-6-(2,3-bis-triethylsilanyloxy-propyl)-2-((E)-1,1-dimethyl-4-oxo-but-2-enyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: (DHQD)2PYR; K₂CO₃; K₃Fe(CN)6 / K₂OsO₂(OH)4 / 2-methyl-propan-2-ol; H₂O / 18 h / 4 °C

2.1: 695 mg / imidazole / CH₂Cl₂ / 18 h / 20 °C

3.1: Et₂BOMe / diethyl ether; tetrahydrofuran / 0.17 h / cooling

4.1: 544 mg / DMAP / CH₂Cl₂ / 20 °C

5.1: NMO; OsO₄ / tetrahydrofuran; H₂O / 4 h / 20 °C

5.2: 270 mg / Et₃N; Pb(OAc)4; DBU / benzene / 3 h / 20 °C

With 1H-imidazole; dmap; osmium(VIII) oxide; N-methyl-2-indolinone; hydroquinindine-2,5-diphenyl-4,6-pyrimidinediyl diether; diethyl methoxy borane; potassium carbonate; potassium hexacyanoferrate(III); potassium dioxotetrahydroxoosmate(VI); In tetrahydrofuran; diethyl ether; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ol0501931

Reference yield:

: 3-Nitro-benzoic acid (2S,3S,6R)-6-allyl-2-(2-hydroxy-1,1-dimethyl-ethyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

: 849744-89-4
3-Nitro-benzoic acid (2S,3S,6S)-6-(2,3-bis-triethylsilanyloxy-propyl)-2-((E)-1,1-dimethyl-4-oxo-but-2-enyl)-2-methoxy-4-[1-methoxycarbonyl-meth-(E)-ylidene]-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 759 mg / NaHCO₃; Dess-Martin periodinane / CH₂Cl₂ / 0.75 h / 20 °C

2.1: (DHQD)2PYR; K₂CO₃; K₃Fe(CN)6 / K₂OsO₂(OH)4 / 2-methyl-propan-2-ol; H₂O / 18 h / 4 °C

3.1: 695 mg / imidazole / CH₂Cl₂ / 18 h / 20 °C

4.1: Et₂BOMe / diethyl ether; tetrahydrofuran / 0.17 h / cooling

5.1: 544 mg / DMAP / CH₂Cl₂ / 20 °C

6.1: NMO; OsO₄ / tetrahydrofuran; H₂O / 4 h / 20 °C

6.2: 270 mg / Et₃N; Pb(OAc)4; DBU / benzene / 3 h / 20 °C

With 1H-imidazole; dmap; osmium(VIII) oxide; N-methyl-2-indolinone; hydroquinindine-2,5-diphenyl-4,6-pyrimidinediyl diether; diethyl methoxy borane; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; potassium hexacyanoferrate(III); potassium dioxotetrahydroxoosmate(VI); In tetrahydrofuran; diethyl ether; dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/ol0501931