methyl (1R^*,2R^*,5S^*,6S^*)-3-<6-benzyl-2-methyl-8-oxo-7-oxabicyclo<4.3.0>non-2-yl>propionate

Base Information

• Chemical Name: methyl (1R^*,2R^*,5S^*,6S^*)-3-<6-benzyl-2-methyl-8-oxo-7-oxabicyclo<4.3.0>non-2-yl>propionate
• CAS No.: 144963-86-0
• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.424

Synonyms:methyl (1R^*,2R^*,5S^*,6S^*)-3-<6-benzyl-2-methyl-8-oxo-7-oxabicyclo<4.3.0>non-2-yl>propionate

Chemical Property of methyl (1R^*,2R^*,5S^*,6S^*)-3-<6-benzyl-2-methyl-8-oxo-7-oxabicyclo<4.3.0>non-2-yl>propionate

Chemical Property:

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Technology Process of methyl (1R^*,2R^*,5S^*,6S^*)-3-<6-benzyl-2-methyl-8-oxo-7-oxabicyclo<4.3.0>non-2-yl>propionate

There total 2 articles about methyl (1R^*,2R^*,5S^*,6S^*)-3-<6-benzyl-2-methyl-8-oxo-7-oxabicyclo<4.3.0>non-2-yl>propionate 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: 65.0%

methyl (1R*,2R*,5S*,6S*)-3-<(8ξ)-6-benzyl-8-ethoxy-2-methyl-7-oxabicyclo<4.3.0>non-2-yl>propionate (144963-82-6,144963-83-7) → methyl (1R*,2R*,5S*,6S*)-3-<6-benzyl-2-methyl-8-oxo-7-oxabicyclo<4.3.0>non-2-yl>propionate (144963-86-0)

Guidance literature:

With jones reagent; In acetone; for 0.666667h; Ambient temperature;

DOI:10.1246/bcsj.65.2421

Reference yield:

Acetic acid (1S,5S)-4-(2-bromo-1-ethoxy-ethoxy)-5-isopropenyl-2-methyl-cyclohex-2-enyl ester (144963-75-7,144963-76-8) → methyl (1R*,2R*,5S*,6S*)-3-<6-benzyl-2-methyl-8-oxo-7-oxabicyclo<4.3.0>non-2-yl>propionate (144963-86-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / tributyltin chloride, sodium cyanotrihydroborate, azobisisobutyronitrile / 2-methyl-propan-2-ol / 4 h / 80 °C

2: 65 percent / Jones reagent / acetone / 0.67 h / Ambient temperature

With jones reagent; 2,2'-azobis(isobutyronitrile); tributyltin chloride; sodium cyanoborohydride; In acetone; tert-butyl alcohol;

DOI:10.1246/bcsj.65.2421

upstream raw materials:

methyl (1R^*,2R^*,5S^*,6S^*)-3-<(8ξ)-6-benzyl-8-ethoxy-2-methyl-7-oxabicyclo<4.3.0>non-2-yl>propionate

Acetic acid (1S,5S)-4-(2-bromo-1-ethoxy-ethoxy)-5-isopropenyl-2-methyl-cyclohex-2-enyl ester

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