(2S,3S,4S,5R,6R)-5-Acetoxy-6-{(2R,4aR,6R,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy}-3,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3S,4S,5R,6R)-5-Acetoxy-6-{(2R,4aR,6R,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy}-3,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:213453-74-8
Molecular Formula:C₃₈H₃₈N₂O₁₆
Molecular Weight:778.724
Hs Code.:

(2S,3S,4S,5R,6R)-5-Acetoxy-6-{(2R,4aR,6R,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy}-3,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Synonyms:(2S,3S,4S,5R,6R)-5-Acetoxy-6-{(2R,4aR,6R,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy}-3,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

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Chemical Property of (2S,3S,4S,5R,6R)-5-Acetoxy-6-{(2R,4aR,6R,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy}-3,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of (2S,3S,4S,5R,6R)-5-Acetoxy-6-{(2R,4aR,6R,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy}-3,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 6 articles about (2S,3S,4S,5R,6R)-5-Acetoxy-6-{(2R,4aR,6R,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy}-3,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl 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: 62.0%

: 213453-70-4
C₅₀H₆₄N₂O₁₇Si₂

: 213453-74-8
(2S,3S,4S,5R,6R)-5-Acetoxy-6-{(2R,4aR,6R,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy}-3,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.75h;
DOI:10.1016/S0008-6215(98)00106-2

Reference yield:

: 213453-54-4
(3aR,5S,6S,7S,7aR)-2-Ethylsulfanyl-6,7-dihydroxy-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-5-carboxylic acid methyl ester

: 213453-74-8
(2S,3S,4S,5R,6R)-5-Acetoxy-6-{(2R,4aR,6R,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy}-3,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / imidazole / dimethylformamide / Ambient temperature

2: 99 percent / TMSOTf, 4 Angstroem molecular sieves, EtSH / CH₂Cl₂ / 0.08 h

3: 75 percent / 4 Angstroem molecular sieves, DMTST / CH₂Cl₂ / 12 h

4: 62 percent / Bu₄NF / tetrahydrofuran / 0.75 h

With 1H-imidazole; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; ethanethiol; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00106-2

Reference yield:

: 213453-56-6
(3aR,5S,5aR,10aR,10bR)-2-Ethylsulfanyl-7,7,9,9-tetraisopropyl-2-methyl-tetrahydro-1,3,4,6,8,10-hexaoxa-7,9-disila-cyclohepta[e]indene-5-carboxylic acid methyl ester

: 213453-74-8
(2S,3S,4S,5R,6R)-5-Acetoxy-6-{(2R,4aR,6R,7R,8R,8aS)-7-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy}-3,4-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / TMSOTf, 4 Angstroem molecular sieves, EtSH / CH₂Cl₂ / 0.08 h

2: 75 percent / 4 Angstroem molecular sieves, DMTST / CH₂Cl₂ / 12 h

3: 62 percent / Bu₄NF / tetrahydrofuran / 0.75 h

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; ethanethiol; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0008-6215(98)00106-2