[(3R,4S,6S)-6-[(1E,3E)-deca-1,3-dienyl]-4-methyl-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-3-yl] acetate

Base Information

Chemical Name:[(3R,4S,6S)-6-[(1E,3E)-deca-1,3-dienyl]-4-methyl-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-3-yl] acetate
CAS No.:132621-83-1
Molecular Formula:C22H37NO2
Molecular Weight:347.5347
Hs Code.:

Synonyms:132621-83-1

Suppliers and Price of [(3R,4S,6S)-6-[(1E,3E)-deca-1,3-dienyl]-4-methyl-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-3-yl] acetate

Supply Marketing:

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

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Total 3 raw suppliers

Chemical Property of [(3R,4S,6S)-6-[(1E,3E)-deca-1,3-dienyl]-4-methyl-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-3-yl] acetate

Chemical Property:

Vapor Pressure:1.26E-07mmHg at 25°C
Boiling Point:430.8°C at 760 mmHg
Flash Point:116.5°C
Density:0.99g/cm³
XLogP3:6.2
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:9
Exact Mass:347.282429423
Heavy Atom Count:25
Complexity:457

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCCCCC=CC=CC1CCCC2N1C(C(CC2)OC(=O)C)C
Isomeric SMILES:CCCCCC/C=C/C=C/[C@@H]1CCCC2N1[C@H]([C@@H](CC2)OC(=O)C)C

Technology Process of [(3R,4S,6S)-6-[(1E,3E)-deca-1,3-dienyl]-4-methyl-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-3-yl] acetate

There total 15 articles about [(3R,4S,6S)-6-[(1E,3E)-deca-1,3-dienyl]-4-methyl-2,3,4,6,7,8,9,9a-octahydro-1H-quinolizin-3-yl] acetate 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: 90.0%

: 108-24-7
acetic anhydride

: 132621-84-2
(3R,4S,6S,9aS)-6-((1E,3E)-deca-1,3-dienyl)-4-methyl-octahydro-quinolizin-3-ol

: 132621-83-1
(-)-clavepictine A

Guidance literature:: With pyridine;
DOI:10.1021/jo9608174

Reference yield:

: 179536-73-3
2-((4aS,6R,8aR)-5-Benzyl-2,2-dimethyl-hexahydro-[1,3]dioxino[5,4-b]pyridin-6-yl)-ethanol

: 132621-83-1
(-)-clavepictine A

Guidance literature:: Multi-step reaction with 12 steps

1: 1) Swern reagent, 2) NaH / 2) THF

2: 1) H₂, 2) LiAlH₄, 3) K₂CO₃ / 1) Pd(OH)2 / 1) EtOH, 2) THF, reflux, 3) CHCl₃, H₂O

3: 1) Swern reagent, 2) NaH / 2) THF

4: 94 percent / NH₄OAc / 10percent Cd-Pb / tetrahydrofuran / 48 h / Ambient temperature

5: 1) 10 percent HCl, 2) imidazole / 1) EtOH, reflux, 2) DMF, 80 deg C

6: 93 percent / Huenig base / CHCl₃ / Heating

7: 95 percent / HF, pyridine / tetrahydrofuran

8: 89 percent / I₂, Ph₃P, imidazole / benzene

9: 94 percent / n-Bu₃SnH, AIBN / toluene / Heating

10: 1) n-BuLi, 2) 5percent Na-Hg, Na₂HPO₄ / 1) -80 to -50 deg C, 2) MeOH, room temperature

11: 82 percent / conc. HCl / methanol / Heating

12: 90 percent / pyridine

With pyridine; 1H-imidazole; hydrogenchloride; disodium hydrogenphosphate; lithium aluminium tetrahydride; n-butyllithium; sodium amalgam; swern reagent; 2,2'-azobis(isobutyronitrile); hydrogen fluoride; ammonium acetate; hydrogen; iodine; tri-n-butyl-tin hydride; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium dihydroxide; 10% Cd/Pd; In tetrahydrofuran; methanol; chloroform; toluene; benzene;
DOI:10.1021/jo9608174

Reference yield:

: 179536-74-4
ethyl (4aS,6R,8aR)-(+)-hexahydro-2,2-dimethyl-5-(phenylmethyl)-4H-1,3-dioxino-[5,4-b]pyridine-6-but-(2E)-enoate

: 132621-83-1
(-)-clavepictine A

Guidance literature:: Multi-step reaction with 11 steps

1: 1) H₂, 2) LiAlH₄, 3) K₂CO₃ / 1) Pd(OH)2 / 1) EtOH, 2) THF, reflux, 3) CHCl₃, H₂O

2: 1) Swern reagent, 2) NaH / 2) THF

3: 94 percent / NH₄OAc / 10percent Cd-Pb / tetrahydrofuran / 48 h / Ambient temperature

4: 1) 10 percent HCl, 2) imidazole / 1) EtOH, reflux, 2) DMF, 80 deg C

5: 93 percent / Huenig base / CHCl₃ / Heating

6: 95 percent / HF, pyridine / tetrahydrofuran

7: 89 percent / I₂, Ph₃P, imidazole / benzene

8: 94 percent / n-Bu₃SnH, AIBN / toluene / Heating

9: 1) n-BuLi, 2) 5percent Na-Hg, Na₂HPO₄ / 1) -80 to -50 deg C, 2) MeOH, room temperature

10: 82 percent / conc. HCl / methanol / Heating

11: 90 percent / pyridine

With pyridine; 1H-imidazole; hydrogenchloride; disodium hydrogenphosphate; lithium aluminium tetrahydride; n-butyllithium; sodium amalgam; swern reagent; 2,2'-azobis(isobutyronitrile); hydrogen fluoride; ammonium acetate; hydrogen; iodine; tri-n-butyl-tin hydride; sodium hydride; potassium carbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium dihydroxide; 10% Cd/Pd; In tetrahydrofuran; methanol; chloroform; toluene; benzene;
DOI:10.1021/jo9608174