Acetic acid (1R,4S,5R)-4-hydroxy-3,3,5-trimethyl-4-[(3Z,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-cyclohex-1-enyl)-octadeca-3,5,7,9,11,13,15,17-octaen-1-ynyl]-cyclohexyl ester

Base Information

• Chemical Name: Acetic acid (1R,4S,5R)-4-hydroxy-3,3,5-trimethyl-4-[(3Z,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-cyclohex-1-enyl)-octadeca-3,5,7,9,11,13,15,17-octaen-1-ynyl]-cyclohexyl ester
• CAS No.: 95343-59-2
• Molecular Formula: C₄₂H₅₈O₃
• Molecular Weight: 610.921

Synonyms:

Chemical Property of Acetic acid (1R,4S,5R)-4-hydroxy-3,3,5-trimethyl-4-[(3Z,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-cyclohex-1-enyl)-octadeca-3,5,7,9,11,13,15,17-octaen-1-ynyl]-cyclohexyl ester

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Technology Process of Acetic acid (1R,4S,5R)-4-hydroxy-3,3,5-trimethyl-4-[(3Z,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-cyclohex-1-enyl)-octadeca-3,5,7,9,11,13,15,17-octaen-1-ynyl]-cyclohexyl ester

There total 7 articles about Acetic acid (1R,4S,5R)-4-hydroxy-3,3,5-trimethyl-4-[(3Z,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-cyclohex-1-enyl)-octadeca-3,5,7,9,11,13,15,17-octaen-1-ynyl]-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:

2-cis-5-(4',4'-ethylenedioxy-1'-hydroxy-2',2',6'-trimethylcyclohexyl)-3-methylpent-2-en-4-yn-1-ol (95307-31-6,95343-60-5,137432-90-7) → Acetic acid (1R,4S,5R)-4-hydroxy-3,3,5-trimethyl-4-[(3Z,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-cyclohex-1-enyl)-octadeca-3,5,7,9,11,13,15,17-octaen-1-ynyl]-cyclohexyl ester (95343-59-2)

Guidance literature:

Multi-step reaction with 5 steps

1: aq. acetic acid / Heating

2: LiAlH₄ / diethyl ether / 20 °C

3: 2.9 g / methanol / 60 h / 20 °C

4: 142 mg / 1.) NaOMe / 1.) MeOH, 15 min, 2.) reflux, 4 h

5: 11 mg / pyridine / 14 h

With lithium aluminium tetrahydride; sodium methylate; In pyridine; methanol; diethyl ether; acetic acid;

Reference yield:

12'-apo-β-caroten-12'-al (1638-05-7) → Acetic acid (1R,4S,5R)-4-hydroxy-3,3,5-trimethyl-4-[(3Z,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-cyclohex-1-enyl)-octadeca-3,5,7,9,11,13,15,17-octaen-1-ynyl]-cyclohexyl ester (95343-59-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 142 mg / 1.) NaOMe / 1.) MeOH, 15 min, 2.) reflux, 4 h

2: 11 mg / pyridine / 14 h

With sodium methylate; In pyridine;

Reference yield:

2-cis-5-(1'-hydroxy-2',2',6'-trimethyl-4'-oxocyclohexyl)-3-methylpent-2-en-4-yn-1-ol (49846-56-2,70954-44-8,95343-49-0,95343-61-6,130694-57-4,130694-71-2,130694-74-5,137432-91-8,137432-93-0) → Acetic acid (1R,4S,5R)-4-hydroxy-3,3,5-trimethyl-4-[(3Z,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-cyclohex-1-enyl)-octadeca-3,5,7,9,11,13,15,17-octaen-1-ynyl]-cyclohexyl ester (95343-59-2)

Guidance literature:

Multi-step reaction with 5 steps

1: pyridine / 20 °C

2: LiAlH₄ / diethyl ether / 20 °C

3: 2.9 g / methanol / 60 h / 20 °C

4: 142 mg / 1.) NaOMe / 1.) MeOH, 15 min, 2.) reflux, 4 h

5: 11 mg / pyridine / 14 h

With lithium aluminium tetrahydride; sodium methylate; In pyridine; methanol; diethyl ether;

upstream raw materials:

acetic anhydride

9-cis-7,8-didehydro-5,6-dihydro-β,β-carotene-3,6-diol

12'-apo-β-caroten-12'-al

2-cis-5-(4',4'-ethylenedioxy-1'-hydroxy-2',2',6'-trimethylcyclohexyl)-3-methylpent-2-en-4-yn-1-ol

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