(5aα,9bα)-3aα,6,6,9aβ-Tetramethyldodecahydronaphtho[2,1-b]furan

Base Information

• Chemical Name: (5aα,9bα)-3aα,6,6,9aβ-Tetramethyldodecahydronaphtho[2,1-b]furan
• CAS No.: 68365-88-8
• Molecular Formula: C16H28O
• Molecular Weight: 236.398
• Mol file: 68365-88-8.mol

Synonyms:(-)-deoxyambreinolide;(3aS)-3a,6,6,9a-Tetramethyl-(3ar,5ac,9at,9bc)-dodecahydro-naphtho[2,1-b]furan;(+)-iso-ambrox;(+)-isoambrox;8β,12-epoxy-13,14,15,16-tetranorlabdane;isoambroxide;

Chemical Property of (5aα,9bα)-3aα,6,6,9aβ-Tetramethyldodecahydronaphtho[2,1-b]furan

Chemical Property:

• PSA: 9.23000
• LogP: 4.40800

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (5aα,9bα)-3aα,6,6,9aβ-Tetramethyldodecahydronaphtho[2,1-b]furan

There total 237 articles about (5aα,9bα)-3aα,6,6,9aβ-Tetramethyldodecahydronaphtho[2,1-b]furan 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: 100.0%

(d,l)-13,14,15,16-tetranor-8α,12-epoxy-2-labdene → (±)-ambrox (3738-00-9,6790-58-5,67844-43-3,68365-88-8,68365-89-9,100679-85-4,105561-31-7,108945-29-5,119818-38-1,122566-15-8,122566-16-9,122566-18-1,124578-52-5,131831-61-3,131831-62-4,131831-63-5,133907-53-6,138283-79-1,138283-80-4,145164-17-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 760 Torr;

DOI:10.1021/jo980211a

Reference yield: 75.0%

(Z)-4-Methyl-6-(2',6',6'-trimethyl-1'-cyclohexenyl)hex-3-en-1-ol (110202-08-9) → (3aRS,5aRS,9aRS,9bSR)-dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan (3738-00-9,6790-58-5,67844-43-3,68365-88-8,68365-89-9,100679-85-4,105561-31-7,108945-29-5,119818-38-1,122566-15-8,122566-16-9,122566-18-1,124578-52-5,131831-61-3,131831-62-4,131831-63-5,133907-53-6,138283-79-1,138283-80-4,145164-17-6) + (±)-ambrox (3738-00-9,6790-58-5,67844-43-3,68365-88-8,68365-89-9,100679-85-4,105561-31-7,108945-29-5,119818-38-1,122566-15-8,122566-16-9,122566-18-1,124578-52-5,131831-61-3,131831-62-4,131831-63-5,133907-53-6,138283-79-1,138283-80-4,145164-17-6) + (3aR,5aR,9aR,9bR)-3a,6,6,9a-Tetramethyl-dodecahydro-naphtho[2,1-b]furan + (3aRS,5aSR,9aSR,9bSR)-dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan (3738-00-9,6790-58-5,67844-43-3,68365-88-8,68365-89-9,100679-85-4,105561-31-7,108945-29-5,119818-38-1,122566-15-8,122566-16-9,122566-18-1,124578-52-5,131831-61-3,131831-62-4,131831-63-5,133907-53-6,138283-79-1,138283-80-4,145164-17-6)

Guidance literature:

With chlorosulfonic acid; 1-Nitropropane; at -78 ℃; for 0.15h; Further byproducts given. Yields of byproduct given;

DOI:10.1021/jo951908o

Reference yield: 75.0%

(Z)-4-Methyl-6-(2',6',6'-trimethyl-1'-cyclohexenyl)hex-3-en-1-ol (110202-08-9) → (3aRS,5aRS,9aRS,9bSR)-dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan (3738-00-9,6790-58-5,67844-43-3,68365-88-8,68365-89-9,100679-85-4,105561-31-7,108945-29-5,119818-38-1,122566-15-8,122566-16-9,122566-18-1,124578-52-5,131831-61-3,131831-62-4,131831-63-5,133907-53-6,138283-79-1,138283-80-4,145164-17-6) + (±)-ambrox (3738-00-9,6790-58-5,67844-43-3,68365-88-8,68365-89-9,100679-85-4,105561-31-7,108945-29-5,119818-38-1,122566-15-8,122566-16-9,122566-18-1,124578-52-5,131831-61-3,131831-62-4,131831-63-5,133907-53-6,138283-79-1,138283-80-4,145164-17-6) + (3aR,5aR,9aR,9bR)-3a,6,6,9a-Tetramethyl-dodecahydro-naphtho[2,1-b]furan + (3aRS,5aSR,9aSR,9bSR)-dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan (3738-00-9,6790-58-5,67844-43-3,68365-88-8,68365-89-9,100679-85-4,105561-31-7,108945-29-5,119818-38-1,122566-15-8,122566-16-9,122566-18-1,124578-52-5,131831-61-3,131831-62-4,131831-63-5,133907-53-6,138283-79-1,138283-80-4,145164-17-6)

Guidance literature:

With chlorosulfonic acid; 1-Nitropropane; at -78 ℃; for 0.15h; Further byproducts given. Yields of byproduct given;

DOI:10.1021/jo951908o

upstream raw materials:

<1S-(1α,2β,3β,4β,4aβ,8aα)> decahydro-3-hydroxyl-2,5,5,8a-tetramethylnaphthalene-1-ethanol

(1R,2R,4aS,8aS)-1-(2-hydroxyethyl)-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol

homofarnesol

(3Z,7E)-4,8,12-Trimethyltrideca-3,7,11-trien-1-ol

Downstream raw materials:

(3aRS,5aSR,9aRS,9bSR)-dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1-b]furan

(-)-norlabdane

<3aR-(3aα,4α,6aα,10aS^*)> dodecahydro-3a,4,7,7-tetramethyl-2H-naphtho<8a,1-b>furan

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