7-[5-acetoxy-3-benzoyloxy-6-benzoyloxymethyl-4-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid

Base Information

Chemical Name:7-[5-acetoxy-3-benzoyloxy-6-benzoyloxymethyl-4-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid
CAS No.:342824-29-7
Molecular Formula:C₆₆H₇₀O₁₉
Molecular Weight:1167.27
Hs Code.:

7-[5-acetoxy-3-benzoyloxy-6-benzoyloxymethyl-4-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid

Synonyms:7-[5-acetoxy-3-benzoyloxy-6-benzoyloxymethyl-4-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid

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Chemical Property of 7-[5-acetoxy-3-benzoyloxy-6-benzoyloxymethyl-4-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid

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Technology Process of 7-[5-acetoxy-3-benzoyloxy-6-benzoyloxymethyl-4-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid

There total 8 articles about 7-[5-acetoxy-3-benzoyloxy-6-benzoyloxymethyl-4-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid 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: 90.0%

: 342824-28-6
7-[5-acetoxy-3-benzoyloxy-6-benzoyloxymethyl-4-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid 2-trimethylsilanyl-ethyl ester

: 342824-29-7
7-[5-acetoxy-3-benzoyloxy-6-benzoyloxymethyl-4-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1016/S0040-4020(01)00195-8

Reference yield:

: 97373-88-1
methyl (1R,3R,4S,5R)-1,5-dihydroxy-3,4-(isopropylidenedioxy)cyclohexane-1-carboxylate

: 342824-29-7
7-[5-acetoxy-3-benzoyloxy-6-benzoyloxymethyl-4-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 70 percent / silfer triflate / CH₂Cl₂ / 3 h / 20 °C

2.1: 90 percent / NaOH / methanol; H₂O / 1 h / 20 °C

3.1: HOBT; EDC; Et₃N / dimethylformamide / 1 h / 0 °C

3.2: dimethylformamide / 24 h / 20 °C

3.3: 0.48 mg / DDQ / CH₂Cl₂ / 2 h / 20 °C

4.1: 71 percent / NIS; TfOH / CH₂Cl₂ / 1 h / -40 °C

5.1: 90 percent / TBAF / tetrahydrofuran / 3 h / 20 °C

With sodium hydroxide; N-iodo-succinimide; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)00195-8

Reference yield:

: 170428-58-7
3-methoxy-2-pyridyl 2,3,4,6-tetra-O-benzyl-β-D-galactopyranoside

: 342824-29-7
7-[5-acetoxy-3-benzoyloxy-6-benzoyloxymethyl-4-(3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-5-hydroxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxole-5-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / Cu(OTf)2 / CH₂Cl₂ / 6 h / 20 °C

2: 71 percent / NIS; TfOH / CH₂Cl₂ / 1 h / -40 °C

3: 90 percent / TBAF / tetrahydrofuran / 3 h / 20 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; copper(II) bis(trifluoromethanesulfonate); In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(01)00195-8