(1S,3S,5S,6S)-3-<(tert-butyldiphenylsilyloxy)methyl>-5-methyl-7-oxabicyclo<4.1.0>heptan-2-one

Base Information

Chemical Name:(1S,3S,5S,6S)-3-<(tert-butyldiphenylsilyloxy)methyl>-5-methyl-7-oxabicyclo<4.1.0>heptan-2-one
CAS No.:131413-83-7
Molecular Formula:C₂₄H₃₀O₃Si
Molecular Weight:394.586
Hs Code.:

Synonyms:(1S,3S,5S,6S)-3-<(tert-butyldiphenylsilyloxy)methyl>-5-methyl-7-oxabicyclo<4.1.0>heptan-2-one

Suppliers and Price of (1S,3S,5S,6S)-3-<(tert-butyldiphenylsilyloxy)methyl>-5-methyl-7-oxabicyclo<4.1.0>heptan-2-one

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 (1S,3S,5S,6S)-3-<(tert-butyldiphenylsilyloxy)methyl>-5-methyl-7-oxabicyclo<4.1.0>heptan-2-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,3S,5S,6S)-3-<(tert-butyldiphenylsilyloxy)methyl>-5-methyl-7-oxabicyclo<4.1.0>heptan-2-one

There total 1 articles about (1S,3S,5S,6S)-3-<(tert-butyldiphenylsilyloxy)methyl>-5-methyl-7-oxabicyclo<4.1.0>heptan-2-one 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: 64.0%

: 131414-03-4
(4S,6S)-6-<(tert-butyldiphenylsilyloxy)methyl>-4-methylcyclohex-2-enone

: 131486-90-3
(1R,3S,5S,6R)-3-<(tert-butyldiphenylsilyloxy)methyl>-5-methyl-7-oxabicyclo<4.1.0>heptan-2-one

: 131413-83-7
(1S,3S,5S,6S)-3-<(tert-butyldiphenylsilyloxy)methyl>-5-methyl-7-oxabicyclo<4.1.0>heptan-2-one

Guidance literature:: With 3,3-dimethyldioxirane; In dichloromethane; acetone; for 40h; Ambient temperature;

Reference yield:

: 131413-83-7
(1S,3S,5S,6S)-3-<(tert-butyldiphenylsilyloxy)methyl>-5-methyl-7-oxabicyclo<4.1.0>heptan-2-one

: 65195-55-3
avermectin B₁a

Guidance literature:: Multi-step reaction with 26 steps

1: 1.) tert-BuLi / 1.) pentane, THF, -78 deg C, 10 min, 2.) -78 deg C, 10 min

2: 88 percent / oxone, pH 4 aqueous buffer / tetrahydrofuran; methanol / 3.5 h / Ambient temperature

3: 80 percent / 15percent aq. H₂SO₄ / tetrahydrofuran / 12 h / 60 °C

4: 91 percent / imidazole / dimethylformamide / 1 h / Ambient temperature

5: 86 percent / NEt₃ / CH₂Cl₂ / 0.25 h / Ambient temperature

6: 1.) DMSO, oxalyl chloride, 2.) NEt₃ / 1.) THF, -35 deg C, 20 min, 2.) -78 deg C -> RT

7: 79 percent / NaBH₄ / methanol / Ambient temperature

8: 1.) borane methyl sulphide complex, 2.) H₂O₂, NaOH / 1.) THF, RT, 64 h, 2.) 0 deg C -> RT

9: 84 percent / toluene-p-sulphonyl chloride, pyridine / 14 h / Ambient temperature

10: 1.) tert-BuLi / 1.) hexane, THF, -78 deg C, 10 min, 2.) -78 deg C, 10 min

11: 93 percent / 80percent m-chloroperbenzoic acid (mCPBA) / CH₂Cl₂ / 0.25 h / Ambient temperature

12: 80 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / acetonitrile / 3.5 h / Ambient temperature

13: 1.) tert-BuLi / 1.) pentane, THF, -78 deg C, 10 min, 2.) -78 deg C, 1 h

14: 34 percent / 6percent Na/Hg, Na₂HPO₄ / tetrahydrofuran; methanol / 2 h / -40 °C

15: 93 percent / tetrabutylammonium fluoride / tetrahydrofuran / 36 h / Heating

16: tris(triphenylphosphine)ruthenium(II) chloride / benzene; CH₂Cl₂ / 48 h / Ambient temperature

17: 32 percent / NaClO₂, 2-methylbut-2-ene / 2-methyl-propan-2-ol; H₂O / 1 h / Ambient temperature

18: 47 percent / 2-chloro-1-methylpyridinium iodide, NEt₃ / acetonitrile / 4 h / Heating

19: 61 percent / N-methylmorpholine N-oxide, tetrapropylammonium perruthenate / CH₂Cl₂ / 1 h / Ambient temperature

20: 88 percent / NEt₃ / CH₂Cl₂ / 4 h / 0 °C

21: 44 percent / CH₂Cl₂ / 2 h / -78 °C

22: 87 percent / 40percent aq. HF, pyridine / acetonitrile / 36 h / Ambient temperature

23: 1.) 2-(phenylsulphonyl)-3-(p-nitrophenylsulphonyl)oxaziridine, 2.) NaBH₄, CeCl₃ / 1.) CHCl₃, RT, 30 min, 2.) MeOH, 0 deg C, 15 min

24: 97 percent / pyridine, 4-dimethylaminopyridine (DMAP) / 1.5 h / Ambient temperature

25: 64 percent / AgClO₄, CaCO₃ / toluene / 0.17 h / Ambient temperature

26: 90 percent / LiBHEt₃ / tetrahydrofuran / -78 °C

With pyridine; 1H-imidazole; dmap; Oxone; sodium hydroxide; sodium chlorite; sodium tetrahydroborate; disodium hydrogenphosphate; sodium amalgam; cerium(III) chloride; tetrapropylammonium perruthennate; 2-methyl-but-2-ene; oxalyl dichloride; tris(triphenylphosphine)ruthenium(II) chloride; dimethylsulfide borane complex; 2-(phenylsulphonyl)-3-(p-nitrophenylsulphonyl)oxaziridine; pH 4 aqueous buffer; sulfuric acid; hydrogen fluoride; tetrabutyl ammonium fluoride; 2-chloro-1-methyl-pyridinium iodide; dihydrogen peroxide; tert.-butyl lithium; silver perchlorate; lithium triethylborohydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; p-toluenesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; calcium carbonate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol; benzene;

Reference yield:

: 131413-83-7
(1S,3S,5S,6S)-3-<(tert-butyldiphenylsilyloxy)methyl>-5-methyl-7-oxabicyclo<4.1.0>heptan-2-one

: 131414-02-3
(3E,3aS,4S,6S,7R,7aR)-7-(tert-butyldimethylsilyloxy)-4-<(tert-butyldiphenylsilyloxy)methyl>octahydro-6-methyl-3-<2-(phenylsulphonyl)ethylidene>benzofuran-3a-ol

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) tert-BuLi / 1.) pentane, THF, -78 deg C, 10 min, 2.) -78 deg C, 10 min

2: 88 percent / oxone, pH 4 aqueous buffer / tetrahydrofuran; methanol / 3.5 h / Ambient temperature

3: 80 percent / 15percent aq. H₂SO₄ / tetrahydrofuran / 12 h / 60 °C

4: 91 percent / imidazole / dimethylformamide / 1 h / Ambient temperature

5: 86 percent / NEt₃ / CH₂Cl₂ / 0.25 h / Ambient temperature

6: 1.) DMSO, oxalyl chloride, 2.) NEt₃ / 1.) THF, -35 deg C, 20 min, 2.) -78 deg C -> RT

7: 79 percent / NaBH₄ / methanol / Ambient temperature

8: 1.) borane methyl sulphide complex, 2.) H₂O₂, NaOH / 1.) THF, RT, 64 h, 2.) 0 deg C -> RT

9: 84 percent / toluene-p-sulphonyl chloride, pyridine / 14 h / Ambient temperature

10: 1.) tert-BuLi / 1.) hexane, THF, -78 deg C, 10 min, 2.) -78 deg C, 10 min

11: 93 percent / 80percent m-chloroperbenzoic acid (mCPBA) / CH₂Cl₂ / 0.25 h / Ambient temperature

12: 80 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / acetonitrile / 3.5 h / Ambient temperature

With pyridine; 1H-imidazole; Oxone; sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; dimethylsulfide borane complex; pH 4 aqueous buffer; sulfuric acid; dihydrogen peroxide; tert.-butyl lithium; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; p-toluenesulfonyl chloride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;