1H-3a,7-Epidioxyazulene-6-carboxylicacid, 2,3,4,7,8,8a-hexahydro-4-hydroxy-8a-methyl-3-(1-methylethyl)-,(3R,3aR,4S,7S,8aR)- (9CI)

Base Information

• Chemical Name: 1H-3a,7-Epidioxyazulene-6-carboxylicacid, 2,3,4,7,8,8a-hexahydro-4-hydroxy-8a-methyl-3-(1-methylethyl)-,(3R,3aR,4S,7S,8aR)- (9CI)
• CAS No.: 121387-06-2
• Molecular Formula: C₁₅H₂₂O₅
• Molecular Weight: 282.337

Synonyms:1H-3a,7-Epidioxyazulene-6-carboxylicacid, 2,3,4,7,8,8a-hexahydro-4-hydroxy-8a-methyl-3-(1-methylethyl)-, [3R-(3a,3ab,4b,7b,8aa)]-; Rugosic acid A

Chemical Property of 1H-3a,7-Epidioxyazulene-6-carboxylicacid, 2,3,4,7,8,8a-hexahydro-4-hydroxy-8a-methyl-3-(1-methylethyl)-,(3R,3aR,4S,7S,8aR)- (9CI)

Chemical Property:

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SDS file from LookChem

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Technology Process of 1H-3a,7-Epidioxyazulene-6-carboxylicacid, 2,3,4,7,8,8a-hexahydro-4-hydroxy-8a-methyl-3-(1-methylethyl)-,(3R,3aR,4S,7S,8aR)- (9CI)

There total 3 articles about 1H-3a,7-Epidioxyazulene-6-carboxylicacid, 2,3,4,7,8,8a-hexahydro-4-hydroxy-8a-methyl-3-(1-methylethyl)-,(3R,3aR,4S,7S,8aR)- (9CI) 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: 57.0%

(7R,10R)-carota-1,4-dienaldehyde (128718-21-8) → rugosal A (121387-05-1) + rugosic acid A (121387-06-2) + (1aS,5aR,8R,8aR)-8-Isopropyl-5a-methyl-2,5,5a,6,7,8-hexahydro-1aH-1-oxa-cyclopropa[d]azulene-3-carbaldehyde (128718-23-0,133397-65-6) + 1,5-endoperoxy-2-hydroperoxycarot-3-ene-4-carbaldehyd (133303-03-4)

Guidance literature:

With air; at 40 ℃; for 3h; Further byproducts given;

DOI:10.1039/P19910000211

Reference yield: 57.0%

(7R,10R)-carota-1,4-dienaldehyde (128718-21-8) → rugosal A (121387-05-1) + rugosic acid A (121387-06-2) + (1aS,5aR,8R,8aR)-8-Isopropyl-5a-methyl-2,5,5a,6,7,8-hexahydro-1aH-1-oxa-cyclopropa[d]azulene-3-carbaldehyde (128718-23-0,133397-65-6) + (R)-4-Hydroperoxy-3-isopropyl-8a-methyl-1,2,4,5,8,8a-hexahydro-azulene-6-carbaldehyde (133303-04-5) + 1,5-endoperoxy-2-hydroperoxycarot-3-ene-4-carbaldehyd (133303-03-4)

Guidance literature:

With air; at 40 ℃; for 3h; Mechanism;

DOI:10.1039/P19910000211

Reference yield:

(7R,10R)-carota-1,4-dienaldehyde (128718-21-8) → rugosal A (121387-05-1) + rugosic acid A (121387-06-2)

Guidance literature:

auto-oxidation;

DOI:10.1016/0031-9422(90)80035-F

upstream raw materials:

(7R,10R)-carota-1,4-dienaldehyde

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