[(3aS,4S,5R,6aS)-5-Hydroxy-4-((3S,4S)-3-hydroxy-4-methyl-nona-1,6-diynyl)-hexahydro-pentalen-(2E)-ylidene]-acetic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Base Information

• Chemical Name: [(3aS,4S,5R,6aS)-5-Hydroxy-4-((3S,4S)-3-hydroxy-4-methyl-nona-1,6-diynyl)-hexahydro-pentalen-(2E)-ylidene]-acetic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester
• CAS No.: 117109-82-7
• Molecular Formula: C₃₆H₄₈O₄
• Molecular Weight: 544.775

Synonyms:

Chemical Property of [(3aS,4S,5R,6aS)-5-Hydroxy-4-((3S,4S)-3-hydroxy-4-methyl-nona-1,6-diynyl)-hexahydro-pentalen-(2E)-ylidene]-acetic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

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Technology Process of [(3aS,4S,5R,6aS)-5-Hydroxy-4-((3S,4S)-3-hydroxy-4-methyl-nona-1,6-diynyl)-hexahydro-pentalen-(2E)-ylidene]-acetic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

There total 5 articles about [(3aS,4S,5R,6aS)-5-Hydroxy-4-((3S,4S)-3-hydroxy-4-methyl-nona-1,6-diynyl)-hexahydro-pentalen-(2E)-ylidene]-acetic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl 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: 95.0%

(+)-(3aS,4S,5R,6aS)-5-hydroxy-4-((3S)-hydroxy-4(S)-methylnona-1,6-diynyl)hexahydropentalen-2-one (95639-59-1) + (-)-8-phenylmenthyl dimethyl phosphonoacetate (113368-89-1) → [(3aS,4S,5R,6aS)-5-Hydroxy-4-((3S,4S)-3-hydroxy-4-methyl-nona-1,6-diynyl)-hexahydro-pentalen-(2E)-ylidene]-acetic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (117109-82-7,117179-71-2,117179-72-3,117179-73-4,117179-74-5,117469-11-1)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at -30 ℃; for 18h;

DOI:10.1016/S0040-4039(00)82040-7

Reference yield: 94.0%

(+)-(3aS,4S,5R,6aS)-5-hydroxy-4-((3S)-hydroxy-4(S)-methylnona-1,6-diynyl)hexahydropentalen-2-one (95639-59-1) + (Dimethoxy-phosphoryl)-acetic acid (1S,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (117109-83-8) → [(3aS,4S,5R,6aS)-5-Hydroxy-4-((3S,4S)-3-hydroxy-4-methyl-nona-1,6-diynyl)-hexahydro-pentalen-(2E)-ylidene]-acetic acid (1S,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (117109-82-7,117179-71-2,117179-72-3,117179-73-4,117179-74-5,117469-11-1)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; toluene; at -30 ℃; for 18h;

DOI:10.1016/S0040-4039(00)82040-7

Reference yield: 92.0%

(+)-(3aS,4S,5R,6aS)-5-hydroxy-4-((3S)-hydroxy-4(S)-methylnona-1,6-diynyl)hexahydropentalen-2-one (95639-59-1) + (Dimethoxy-phosphoryl)-acetic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (117109-81-6) → [(3aS,4S,5R,6aS)-5-Hydroxy-4-((3S,4S)-3-hydroxy-4-methyl-nona-1,6-diynyl)-hexahydro-pentalen-(2E)-ylidene]-acetic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (117109-82-7,117179-71-2,117179-72-3,117179-73-4,117179-74-5,117469-11-1)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; toluene; at -30 ℃; for 18h;

DOI:10.1016/S0040-4039(00)82040-7

upstream raw materials:

(+)-(3aS,4S,5R,6aS)-5-hydroxy-4-((3S)-hydroxy-4(S)-methylnona-1,6-diynyl)hexahydropentalen-2-one

(Dimethoxy-phosphoryl)-acetic acid (1S,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

(-)-8-phenylmenthyl dimethyl phosphonoacetate

(-)-8-phenylmenthol

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