13-Noreleman-8β,12-olide

Base Information

Chemical Name:13-Noreleman-8β,12-olide
CAS No.:137041-16-8
Molecular Formula:C₁₄H₂₀O₂
Molecular Weight:220.312
Hs Code.:

Synonyms:13-Noreleman-8β,12-olide

Suppliers and Price of 13-Noreleman-8β,12-olide

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of 13-Noreleman-8β,12-olide

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 13-Noreleman-8β,12-olide

There total 1 articles about 13-Noreleman-8β,12-olide 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:

: 38651-65-9
(1R,5S)-(+)-nopinone

: 137041-16-8
13-Noreleman-8β,12-olide

Guidance literature:: Multi-step reaction with 13 steps

1: 1) lithium diisopropylamide / 1) THF, hexane, -78 deg C, 30 min, 0 deg C, 30 min, 2) -78 deg C, 20 min, to r.t., 5 h, r.t., 15 h

2: m-CPBA / CH₂Cl₂ / 1) 0 deg C, 1 h, 2) r.t., 10 h

3: Ac₂O, methanesulfonic acid / CH₂Cl₂ / 1) 0 deg C, 1 h, 2) r.t., 15 h

4: 93 percent / CuBr*Me₂S / tetrahydrofuran / 7 h

5: m-CPBA / CH₂Cl₂ / 1) 0 deg C, 1h, 2) r.t., 10 h

6: Ac₂O, methanesulfonic acid / CH₂Cl₂ / 1) 0 deg C, 1 h, 2) r.t., 15 h

7: 93 percent / m-CPBA / CH₂Cl₂ / 1) 0 deg C, 30 min, 2) r.t., 2 h

8: 1) CuI / 1) THF, -50 deg C, 30 min, 2) -50 deg C, 1.5 h

9: 97 percent / NH₃ (liquid), Li / tetrahydrofuran / 0.5 h

10: 68 percent / BF₃*Et₂O, Zn(OAc)2 / 48 h / Ambient temperature

11: 1) MeLi, 2) HMPA / 1) ether, THF, -78 deg C, 20 min, 2) -78 deg C, 1 h, r.t., 15 h

12: 94 percent / lithium tri-tert-butoxyaluminium hydride / tetrahydrofuran / 1) -78 deg C, 30 min, 2) r.t., 7 h

13: 100 percent / p-TsOH / CH₂Cl₂ / 3 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; copper(l) iodide; copper(I) bromide dimethylsulfide complex; methanesulfonic acid; lithium tri(t-butoxy)aluminum hydride; boron trifluoride diethyl etherate; zinc diacetate; ammonia; methyllithium; acetic anhydride; lithium; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00025a023

Reference yield: 93.0%

: 5707-04-0
Phenylselenyl chloride

: 121401-11-4,121401-12-5,121401-34-1,137041-16-8
13-nor-elemasteiractinolide

: 121401-14-7,121401-18-1,121401-35-2,123257-59-0,137041-17-9,137041-18-0
(3S,3aR,5S,6S,7aS)-5-Isopropenyl-6-methyl-3-phenylselanyl-6-vinyl-hexahydro-benzofuran-2-one

Guidance literature:: With n-butyllithium; diisopropylamine; 1.) THF, -78 deg C; 2.) THF, -78 deg C to RT, 2 h;
DOI:10.1016/S0040-4020(01)85916-0

Reference yield:

: 121401-11-4,121401-12-5,121401-34-1,137041-16-8
13-nor-elemasteiractinolide

: 31002-16-1,69855-24-9,97456-58-1,117854-45-2,121468-51-7,121468-57-3
elemasteiractinolide

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / 1.) HN(i-Pr)2/BuLi / 1.) THF, -78 deg C; 2.) THF, -78 deg C to RT, 2 h

2: 74 percent / 1.) HN(i-Pr)2/BuLi; 2.) HMPA / 1.) THF, -78 deg C; 2.) THF, -78 deg C to RT

3: 95 percent / 30percent H₂O₂, SeO₂, HOAc / tetrahydrofuran; H₂O / 1 h / 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; selenium(IV) oxide; dihydrogen peroxide; acetic acid; diisopropylamine; In tetrahydrofuran; water;
DOI:10.1016/S0040-4020(01)85916-0