4a(2H)-Naphthalenol, 1-bromooctahydro-6-((1E,3E)-5-hydroxy-1,5-dimethyl-1,3-hexadienyl)-8a-methyl-4-methylene-, (1R,4aR,6R,8aR)-rel-(-)-

Base Information

Chemical Name:4a(2H)-Naphthalenol, 1-bromooctahydro-6-((1E,3E)-5-hydroxy-1,5-dimethyl-1,3-hexadienyl)-8a-methyl-4-methylene-, (1R,4aR,6R,8aR)-rel-(-)-
CAS No.:132436-04-5
Molecular Formula:C₂₀H₃₁BrO₂
Molecular Weight:383.369
Hs Code.:
Nikkaji Number:J988.706G
Wikidata:Q105116365
Metabolomics Workbench ID:171320

Synonyms:132436-04-5;4a(2H)-Naphthalenol, 1-bromooctahydro-6- ((1E,3E)-5-hydroxy-1,5-dimethyl-1,3- hexadienyl)-8a-methyl-4-methylene-, (1R,4aR,6R,8aR)-rel-(-)-;Aplysiadiol

Suppliers and Price of 4a(2H)-Naphthalenol, 1-bromooctahydro-6-((1E,3E)-5-hydroxy-1,5-dimethyl-1,3-hexadienyl)-8a-methyl-4-methylene-, (1R,4aR,6R,8aR)-rel-(-)-

Supply Marketing:

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

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Chemical Property of 4a(2H)-Naphthalenol, 1-bromooctahydro-6-((1E,3E)-5-hydroxy-1,5-dimethyl-1,3-hexadienyl)-8a-methyl-4-methylene-, (1R,4aR,6R,8aR)-rel-(-)-

Chemical Property:

Vapor Pressure:1.07E-10mmHg at 25°C
Boiling Point:467.3°Cat760mmHg
Flash Point:236.4°C
Density:1.22g/cm³
XLogP3:4.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:382.15074
Heavy Atom Count:23
Complexity:534

Purity/Quality:: 85.0-99.8% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=CC=CC(C)(C)O)C1CCC2(C(CCC(=C)C2(C1)O)Br)C
Isomeric SMILES:C/C(=C\C=C\C(C)(C)O)/[C@@H]1CC[C@]2([C@@H](CCC(=C)[C@@]2(C1)O)Br)C

Technology Process of 4a(2H)-Naphthalenol, 1-bromooctahydro-6-((1E,3E)-5-hydroxy-1,5-dimethyl-1,3-hexadienyl)-8a-methyl-4-methylene-, (1R,4aR,6R,8aR)-rel-(-)-

There total 6 articles about 4a(2H)-Naphthalenol, 1-bromooctahydro-6-((1E,3E)-5-hydroxy-1,5-dimethyl-1,3-hexadienyl)-8a-methyl-4-methylene-, (1R,4aR,6R,8aR)-rel-(-)- 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: 31.0%

: 79970-78-8,79970-79-9
tributyl (3-hydroxy-3-methyl-1-buten-1-yl) stannane

: 132059-93-9,132059-94-0
Trifluoro-methanesulfonic acid (E)-2-((2S,4aS,5S,8aS)-5-bromo-8a-hydroxy-4a-methyl-8-methylene-decahydro-naphthalen-2-yl)-propenyl ester

: 132059-86-0,132436-04-5
(+/-)-aplysiadiol

Guidance literature:: With cesium fluoride; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 25 ℃; for 60h;
DOI:10.1016/S0040-4039(00)97266-6

Reference yield:

: 132059-89-3
(2S,4aS,5S)-5-Bromo-2-isopropenyl-4a,8-dimethyl-1,2,3,4,4a,5,6,7-octahydro-naphthalene

: 132059-86-0,132436-04-5
(+/-)-aplysiadiol

Guidance literature:: Multi-step reaction with 5 steps

1: 1) BH₃ * THF, 2) H₂O₂, NaOH / 1) THF, 0 deg C, 1.5 h, 2) 25 deg C, 30 min

2: 1) O₂, hematoporphyrin, 2) Ph₃P / 1) pyridine, irradiation, 25 deg C, 6 h, 2) acetone, 25 deg C, 2 h

3: 80 percent / Swern oxidation

4: 58 percent / 2,6-di-t-butyl-4-methylpyridine / CH₂Cl₂ / 36 h / 25 °C

5: 31 percent / CsF, LiCl / Pd(PPh₃)4 / tetrahydrofuran / 60 h / 25 °C

With sodium hydroxide; 2,6-di-tert-butyl-4-methylpyridine; borane-THF; dihydrogen peroxide; oxygen; hematoporphyrin; triphenylphosphine; cesium fluoride; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)97266-6

Reference yield:

: 132059-90-6,132059-95-1
2-((2S,4aS,5S)-5-Bromo-4a,8-dimethyl-1,2,3,4,4a,5,6,7-octahydro-naphthalen-2-yl)-propan-1-ol

: 132059-86-0,132436-04-5
(+/-)-aplysiadiol

Guidance literature:: Multi-step reaction with 4 steps

1: 1) O₂, hematoporphyrin, 2) Ph₃P / 1) pyridine, irradiation, 25 deg C, 6 h, 2) acetone, 25 deg C, 2 h

2: 80 percent / Swern oxidation

3: 58 percent / 2,6-di-t-butyl-4-methylpyridine / CH₂Cl₂ / 36 h / 25 °C

4: 31 percent / CsF, LiCl / Pd(PPh₃)4 / tetrahydrofuran / 60 h / 25 °C

With 2,6-di-tert-butyl-4-methylpyridine; oxygen; hematoporphyrin; triphenylphosphine; cesium fluoride; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(00)97266-6