2-((3aS,4S,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-malonic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester

Base Information

Chemical Name:2-((3aS,4S,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-malonic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester
CAS No.:111998-79-9
Molecular Formula:C₃₂H₅₄O₇
Molecular Weight:550.777
Hs Code.:

2-((3aS,4S,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-malonic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-((3aS,4S,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-malonic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester

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Technology Process of 2-((3aS,4S,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-malonic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester

There total 8 articles about 2-((3aS,4S,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-malonic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-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:

: 111998-78-8,112066-87-2
(1R,2R,6S,7S)-9-Acetoxy-4,4-dimethyl-3,5-dioxa-tricyclo[5.2.1.0^2,6]decane-8,8-dicarboxylic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester

: 111998-79-9
2-((3aS,4S,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-malonic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester

Guidance literature:: With sodium tetrahydroborate; sodium methylate; In methanol;
DOI:10.1021/jo00236a057

Reference yield:

: 2216-51-5
(-)-menthol

: 111998-79-9
2-((3aS,4S,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-malonic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester

Guidance literature:: Multi-step reaction with 7 steps

1: benzene / 55 °C

2: 46 percent / DCC / 2 h / Ambient temperature

3: 100 percent / pyridine / Ambient temperature

4: 83 percent / TiCl₄ / -78 °C

5: OsO₄, 4-methylmorpholine N-oxide / H₂O; acetone; diethyl ether

6: p-TsOH*H₂O / methanol

7: NaBH₄, NaOMe / methanol

With sodium tetrahydroborate; osmium(VIII) oxide; sodium methylate; titanium tetrachloride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; dicyclohexyl-carbodiimide; In pyridine; methanol; diethyl ether; water; acetone; benzene;
DOI:10.1021/jo00236a057

Reference yield:

: 111998-72-2
Di-l-menthyl acetoxymethylenemalonate

: 111998-79-9
2-((3aS,4S,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-malonic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / TiCl₄ / -78 °C

2: OsO₄, 4-methylmorpholine N-oxide / H₂O; acetone; diethyl ether

3: p-TsOH*H₂O / methanol

4: NaBH₄, NaOMe / methanol

With sodium tetrahydroborate; osmium(VIII) oxide; sodium methylate; titanium tetrachloride; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; In methanol; diethyl ether; water; acetone;
DOI:10.1021/jo00236a057