Todomatuic acid

Base Information

• Chemical Name: Todomatuic acid
• CAS No.: 6753-22-6
• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.354
• Mol file: 6753-22-6.mol

Synonyms:(+)-Todomatuic acid;[R,(+)]-4-[(R)-1,5-Dimethyl-3-oxohexyl]-1-cyclohexene-1-carboxylic acid;4α-[(R)-1,5-Dimethyl-3-oxohexyl]-1-cyclohexene-1-carboxylic acid;Todomatuic acid

Chemical Property of Todomatuic acid

Chemical Property:

• PSA: 54.37000
• LogP: 3.43890

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Todomatuic acid

There total 27 articles about Todomatuic acid 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:

(-)-Juvabion (26462-74-8) → (S)-4-((R)-1,5-Dimethyl-3-oxo-hexyl)-cyclohex-1-enecarboxylic acid (6753-22-6,16981-72-9,17015-58-6,17844-07-4,19908-47-5,26091-09-8,26462-85-1,120019-18-3)

Guidance literature:

With potassium hydroxide; In methanol; Heating;

DOI:10.1021/ja00705a641

Reference yield:

(R)-3-((S)-4-Methyl-cyclohex-3-enyl)-butyronitrile (26462-83-9) → (S)-4-((R)-1,5-Dimethyl-3-oxo-hexyl)-cyclohex-1-enecarboxylic acid (6753-22-6,16981-72-9,17015-58-6,17844-07-4,19908-47-5,26091-09-8,26462-85-1,120019-18-3)

Guidance literature:

Multi-step reaction with 3 steps

1: (i), (ii) aq. H₂SO₄

3: aq. KOH / methanol / Heating

With potassium hydroxide; In methanol;

DOI:10.1021/ja00705a641

Reference yield:

(4S,8S)-p-menth-1-en-9-yl 3,5-dinitrobenzoate (26462-80-6) → (S)-4-((R)-1,5-Dimethyl-3-oxo-hexyl)-cyclohex-1-enecarboxylic acid (6753-22-6,16981-72-9,17015-58-6,17844-07-4,19908-47-5,26091-09-8,26462-85-1,120019-18-3)

Guidance literature:

Multi-step reaction with 6 steps

1: (hydrolysis)

2: Py

4: (i), (ii) aq. H₂SO₄

6: aq. KOH / methanol / Heating

With pyridine; potassium hydroxide; In methanol;

DOI:10.1021/ja00705a641

upstream raw materials:

(+/-)-erythro-juvabione

(+)-(4R)-[(S)-1,5-dimethyl-3-oxohexyl]cyclohex-1-enecarboxylic acid methyl ester

2-<4-Carboxy-Δ³-cyclohexenyl)-6-methyl-heptanol-(4)

(-)-Juvabion

Downstream raw materials:

(+)-Desoxo-todomatuinsaeure

methyl (+/-)-rel-(4R)-4-[(1R)-1,5-dimethyl-3-oxoethyl]cyclohex-1-enecarboxylate

(+/-)-erythro-juvabione

Desoxo-todomatuinsaeure-methylester