<1S-<1α(4R,5S),3α,4β,5α,6α,7β>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>-3-(imidazol-4-yl)-4,6,7-trihydroxy-2,8-dioxabicyclo<3.2.1>octane-4,5-dicarboxylic acid, 4,5-dimethyl ester

Base Information

Chemical Name:<1S-<1α(4R*,5S*),3α,4β,5α,6α,7β>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>-3-(imidazol-4-yl)-4,6,7-trihydroxy-2,8-dioxabicyclo<3.2.1>octane-4,5-dicarboxylic acid, 4,5-dimethyl ester
CAS No.:170641-58-4
Molecular Formula:C₂₉H₃₆N₂O₁₁
Molecular Weight:588.612
Hs Code.:

<1S-<1α(4R*,5S*),3α,4β,5α,6α,7β>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>-3-(imidazol-4-yl)-4,6,7-trihydroxy-2,8-dioxabicyclo<3.2.1>octane-4,5-dicarboxylic acid, 4,5-dimethyl ester

Synonyms:<1S-<1α(4R*,5S*),3α,4β,5α,6α,7β>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>-3-(imidazol-4-yl)-4,6,7-trihydroxy-2,8-dioxabicyclo<3.2.1>octane-4,5-dicarboxylic acid, 4,5-dimethyl ester

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Chemical Property of <1S-<1α(4R*,5S*),3α,4β,5α,6α,7β>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>-3-(imidazol-4-yl)-4,6,7-trihydroxy-2,8-dioxabicyclo<3.2.1>octane-4,5-dicarboxylic acid, 4,5-dimethyl ester

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Technology Process of <1S-<1α(4R*,5S*),3α,4β,5α,6α,7β>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>-3-(imidazol-4-yl)-4,6,7-trihydroxy-2,8-dioxabicyclo<3.2.1>octane-4,5-dicarboxylic acid, 4,5-dimethyl ester

There total 6 articles about <1S-<1α(4R*,5S*),3α,4β,5α,6α,7β>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>-3-(imidazol-4-yl)-4,6,7-trihydroxy-2,8-dioxabicyclo<3.2.1>octane-4,5-dicarboxylic acid, 4,5-dimethyl 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: 80.0%

: 170641-33-5
<1S-<1α(4R*,5S*),3α,4β,5α,6α(2E,4R*,6R*),7β>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>-3-(imidazol-4-yl)-4,6,7-trihydroxy-2,8-dioxabicyclo<3.2.1>octane-4,5-dicarboxylic acid, 6-(4,6-dimethyl-2-octenoate), 4,5-dimethyl ester

: 170641-58-4
<1S-<1α(4R*,5S*),3α,4β,5α,6α,7β>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>-3-(imidazol-4-yl)-4,6,7-trihydroxy-2,8-dioxabicyclo<3.2.1>octane-4,5-dicarboxylic acid, 4,5-dimethyl ester

Guidance literature:: With N-methylhydroxyamine hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 21 ℃; for 18h;
DOI:10.1021/jm00018a010

Reference yield:

: 142561-97-5
zaragozic acid A trimethyl ester

: 170641-58-4
<1S-<1α(4R*,5S*),3α,4β,5α,6α,7β>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>-3-(imidazol-4-yl)-4,6,7-trihydroxy-2,8-dioxabicyclo<3.2.1>octane-4,5-dicarboxylic acid, 4,5-dimethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: aq. NaOH / tetrahydrofuran / 21 h

2: 1.) N-methylmorpholine, iBuOCOCl / 1.) THF, 2.) ether, 21 deg C, 2.5 h

3: 55 percent / 48percent aq. HBr / CHCl₃ / 2 h / 21 °C

4: 1.20 g / HC(OEt)3, BuNBr / H₂O / 24 h / 50 °C

5: 14 percent / ethanol / 1.5 h / Heating

6: 80 percent / N-methylhydroxylamine hydrochloride, triethylamine / dimethylformamide / 18 h / 21 °C

With 4-methyl-morpholine; sodium hydroxide; N-methylhydroxyamine hydrochloride; tetrabutylammomium bromide; hydrogen bromide; triethylamine; orthoformic acid triethyl ester; isobutyl chloroformate; In tetrahydrofuran; ethanol; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00018a010

Reference yield:

: 144548-73-2
<1S-<1α-(4R*,5S*),3α,4β,5α,6α(2E,4R*,6R*),7β>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>-4,6,7-trihydroxy-2,8-dioxabicyclo<3.2.1>octane-3,4,5-tricarboxylic acid, 6-(4,6-dimethyl-6-octenoate), 4,5-dimethyl ester

: 170641-58-4
<1S-<1α(4R*,5S*),3α,4β,5α,6α,7β>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>-3-(imidazol-4-yl)-4,6,7-trihydroxy-2,8-dioxabicyclo<3.2.1>octane-4,5-dicarboxylic acid, 4,5-dimethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) N-methylmorpholine, iBuOCOCl / 1.) THF, 2.) ether, 21 deg C, 2.5 h

2: 55 percent / 48percent aq. HBr / CHCl₃ / 2 h / 21 °C

3: 1.20 g / HC(OEt)3, BuNBr / H₂O / 24 h / 50 °C

4: 14 percent / ethanol / 1.5 h / Heating

5: 80 percent / N-methylhydroxylamine hydrochloride, triethylamine / dimethylformamide / 18 h / 21 °C

With 4-methyl-morpholine; N-methylhydroxyamine hydrochloride; tetrabutylammomium bromide; hydrogen bromide; triethylamine; orthoformic acid triethyl ester; isobutyl chloroformate; In ethanol; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00018a010