[(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-(cyclopropylcarbonyloxy)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6,12-dihydroxy-4,6a,12b-trimethyl-11-oxa-9-(3-pyridyl)-2H,11H-benzo[f]pyran[4,3-b]chroman-4-yl]methyl cyclopropanecarboxylate

Base Information

• Chemical Name: [(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-(cyclopropylcarbonyloxy)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6,12-dihydroxy-4,6a,12b-trimethyl-11-oxa-9-(3-pyridyl)-2H,11H-benzo[f]pyran[4,3-b]chroman-4-yl]methyl cyclopropanecarboxylate
• CAS No.: 915972-17-7
• Molecular Formula: C₃₃H₃₉NO₉
• Molecular Weight: 593.674

Synonyms:[(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-(cyclopropylcarbonyloxy)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6,12-dihydroxy-4,6a,12b-trimethyl-11-oxa-9-(3-pyridyl)-2H,11H-benzo[f]pyran[4,3-b]chroman-4-yl]methyl cyclopropanecarboxylate

Chemical Property of [(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-(cyclopropylcarbonyloxy)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6,12-dihydroxy-4,6a,12b-trimethyl-11-oxa-9-(3-pyridyl)-2H,11H-benzo[f]pyran[4,3-b]chroman-4-yl]methyl cyclopropanecarboxylate

Chemical Property:

• Boiling Point: 742.1±60.0 °C(Predicted)
• Density: 1.39±0.1 g/cm3(Predicted)

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
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Technology Process of [(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-(cyclopropylcarbonyloxy)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6,12-dihydroxy-4,6a,12b-trimethyl-11-oxa-9-(3-pyridyl)-2H,11H-benzo[f]pyran[4,3-b]chroman-4-yl]methyl cyclopropanecarboxylate

There total 6 articles about [(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-(cyclopropylcarbonyloxy)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6,12-dihydroxy-4,6a,12b-trimethyl-11-oxa-9-(3-pyridyl)-2H,11H-benzo[f]pyran[4,3-b]chroman-4-yl]methyl cyclopropanecarboxylate 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: 83.3%

1-O-cyclopropylcarbonyl-1,7,11-tri-deacetylpyripyropene A (1255501-98-4) + cyclopropanecarboxylic acid chloride (4023-34-1) → [(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-(cyclopropylcarbonyloxy)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6,12-dihydroxy-4,6a,12b-trimethyl-11-oxa-9-(3-pyridyl)-2H,11H-benzo[f]pyran[4,3-b]chroman-4-yl]methyl cyclopropanecarboxylate (915972-17-7)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 0 ℃; for 130h;

Reference yield: 60.9%

cyclopropanecarboxylic acid chloride (4023-34-1) + 1,7,11-trideacetyl-pyripyropene A → [(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-(cyclopropylcarbonyloxy)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6,12-dihydroxy-4,6a,12b-trimethyl-11-oxa-9-(3-pyridyl)-2H,11H-benzo[f]pyran[4,3-b]chroman-4-yl]methyl cyclopropanecarboxylate (915972-17-7)

Guidance literature:

cyclopropanecarboxylic acid chloride; 1,7,11-trideacetyl-pyripyropene A; In 1-methyl-pyrrolidin-2-one; water; at 0 ℃; for 181h;

With sodium hydrogencarbonate; In 1-methyl-pyrrolidin-2-one; water; pH=7.5; Product distribution / selectivity;

Reference yield: 26.0%

1,7,11-tri-O-cyclopropylcarbonyl-1,7,11-trideacetylpyripyropene A (915971-72-1) → [(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-(cyclopropylcarbonyloxy)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6,12-dihydroxy-4,6a,12b-trimethyl-11-oxa-9-(3-pyridyl)-2H,11H-benzo[f]pyran[4,3-b]chroman-4-yl]methyl cyclopropanecarboxylate (915972-17-7)

Guidance literature:

With water; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; at 20 ℃; for 14h; regioselective reaction;

DOI:10.1038/s41429-019-0193-9

upstream raw materials:

1-O-cyclopropylcarbonyl-1,7,11-tri-deacetylpyripyropene A

cyclopropanecarboxylic acid chloride

1,7,11-tri-O-cyclopropylcarbonyl-1,7,11-trideacetylpyripyropene A

11-O-cyclopropylcarbonyl-1,7,11-tri-deacetylpyripyropene A

Downstream raw materials:

1,11-di-O-cyclopropylcarbonyl-1,7,11-tri-deacetyl-7-O-thiocarbonylimidazoyl pyripyropene A

1,11-di-O-cyclopropylcarbonyl-1,7,11-tri-deacetyl-7-dehydropyripyropene A

1,11-di-O-cyclopropylcarbonyl-1,7,11-tri-deacetyl-7-O-propionylpyripyropene A

1,11-di-O-cyclopropylcarbonyl-1,11-di-deacetylpyripyropene A

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