(S)-2-((2R,2aR,4aS,7R,8aR)-2-Hydroxymethyl-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl)-propionic acid

Base Information

Chemical Name:(S)-2-((2R,2aR,4aS,7R,8aR)-2-Hydroxymethyl-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl)-propionic acid
CAS No.:548757-15-9
Molecular Formula:C₁₅H₂₄O₅
Molecular Weight:284.353
Hs Code.:

Synonyms:(S)-2-((2R,2aR,4aS,7R,8aR)-2-Hydroxymethyl-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl)-propionic acid

Suppliers and Price of (S)-2-((2R,2aR,4aS,7R,8aR)-2-Hydroxymethyl-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl)-propionic acid

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 (S)-2-((2R,2aR,4aS,7R,8aR)-2-Hydroxymethyl-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl)-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (S)-2-((2R,2aR,4aS,7R,8aR)-2-Hydroxymethyl-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl)-propionic acid

There total 1 articles about (S)-2-((2R,2aR,4aS,7R,8aR)-2-Hydroxymethyl-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl)-propionic acid 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: 82.0%

: 548757-03-5
tert-butyl(diphenyl)silyl (3R,4R,5R,11S)-2-tert-butyl(diphenyl)silyloxy-1,4:3,5-diepoxy-1,2-secoeudesman-13-oate

: 548757-15-9
(S)-2-((2R,2aR,4aS,7R,8aR)-2-Hydroxymethyl-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl)-propionic acid

: 548757-04-6
(3R,4R,5R,11S)-2-tert-butyl(diphenyl)silyloxy-1,4:3,5-diepoxy-1,2-secoeudesman-13-oic acid

Guidance literature:: With potassium hydroxide; In methanol; water; at 20 ℃; for 1h;
DOI:10.1021/jo034129d

Reference yield:

: 548757-15-9
(S)-2-((2R,2aR,4aS,7R,8aR)-2-Hydroxymethyl-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl)-propionic acid

: 548757-12-6
(3S,4S,5R)-1,4:2,5-diepoxy-3-phenylselanyl-1,2-secoeudesman-11-yl acetate

Guidance literature:: Multi-step reaction with 12 steps

1: 173 mg / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2.75 h / 20 °C

2: 82 percent / KOH / H₂O; methanol / 1 h / 20 °C

3: oxalyl chloride / dimethylformamide; benzene / 1 h / 20 °C

4: CH₂Cl₂ / 2 h / 20 °C

5: 115 mg / (PHS)3Sb; air / diethyl ether / 1.5 h / 20 °C

6: 79 percent / pyridinium chlorochromate; sodium acetate / CH₂Cl₂ / 2 h / 20 °C

7: 96 percent / diethyl ether / 0.75 h / -78 °C

8: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2.5 h / 20 °C

9: 54 percent / imidazole; iodine; triphenylphosphine / 2,6-lutidine / benzene; 1,2-dichloro-ethane; H₂O / 0.25 h / 80 °C

10: 51 percent / p-TsOH / CH₂Cl₂ / 2.3 h / 20 °C

11: 75 percent / p-TsOH; N-(phenylseleno)phthalimide / CH₂Cl₂ / 6.5 h / 20 °C

12: 60 percent / 4-(dimethylamino)pyridine / pyridine / 24 h / 40 °C

With 1H-imidazole; dmap; potassium hydroxide; oxalyl dichloride; air; N-phenylselanylphthalimide; tetrabutyl ammonium fluoride; iodine; sodium acetate; thiophenol; antimony tris-benzenethiolate; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; pyridinium chlorochromate; 2,6-dimethylpyridine; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; benzene; 5: Barton decarboxylation;
DOI:10.1021/jo034129d

Reference yield:

: 548757-15-9
(S)-2-((2R,2aR,4aS,7R,8aR)-2-Hydroxymethyl-2a,4a-dimethyl-octahydro-1,3-dioxa-cyclobuta[c]inden-7-yl)-propionic acid

: (2S,3S,4R,5R)-1,4:2,5-diepoxy-3-hydroxy-2-benzylamino-1,2-secoeudesman-11-yl acetate

Guidance literature:: Multi-step reaction with 14 steps

1.1: 173 mg / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 2.75 h / 20 °C

2.1: 82 percent / KOH / H₂O; methanol / 1 h / 20 °C

3.1: oxalyl chloride / dimethylformamide; benzene / 1 h / 20 °C

4.1: CH₂Cl₂ / 2 h / 20 °C

5.1: 115 mg / (PHS)3Sb; air / diethyl ether / 1.5 h / 20 °C

6.1: 79 percent / pyridinium chlorochromate; sodium acetate / CH₂Cl₂ / 2 h / 20 °C

7.1: 96 percent / diethyl ether / 0.75 h / -78 °C

8.1: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2.5 h / 20 °C

9.1: 54 percent / imidazole; iodine; triphenylphosphine / 2,6-lutidine / benzene; 1,2-dichloro-ethane; H₂O / 0.25 h / 80 °C

10.1: 51 percent / p-TsOH / CH₂Cl₂ / 2.3 h / 20 °C

11.1: 75 percent / p-TsOH; N-(phenylseleno)phthalimide / CH₂Cl₂ / 6.5 h / 20 °C

12.1: 60 percent / 4-(dimethylamino)pyridine / pyridine / 24 h / 40 °C

13.1: ozone / CH₂Cl₂ / -78 °C

13.2: 62 percent / pyridine / CH₂Cl₂; CCl₄ / 1.5 h / Heating

14.1: dimethyldioxirane / CH₂Cl₂; acetone / 0.5 h / -17 °C

14.2: CH₂Cl₂; acetone / 23 h / -17 - 20 °C

With 1H-imidazole; dmap; potassium hydroxide; oxalyl dichloride; air; N-phenylselanylphthalimide; tetrabutyl ammonium fluoride; iodine; sodium acetate; 3,3-dimethyldioxirane; thiophenol; antimony tris-benzenethiolate; toluene-4-sulfonic acid; ozone; triethylamine; triphenylphosphine; pyridinium chlorochromate; 2,6-dimethylpyridine; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; benzene; 5.1: Barton decarboxylation;
DOI:10.1021/jo034129d