4-Bromo-benzoic acid (1S,4S,5R)-4-hexadecyl-4-hydroxy-5-methoxycarbonyl-cyclopent-2-enyl ester

Base Information

Chemical Name:4-Bromo-benzoic acid (1S,4S,5R)-4-hexadecyl-4-hydroxy-5-methoxycarbonyl-cyclopent-2-enyl ester
CAS No.:869487-25-2
Molecular Formula:C₃₀H₄₅BrO₅
Molecular Weight:565.588
Hs Code.:

Synonyms:4-Bromo-benzoic acid (1S,4S,5R)-4-hexadecyl-4-hydroxy-5-methoxycarbonyl-cyclopent-2-enyl ester

Suppliers and Price of 4-Bromo-benzoic acid (1S,4S,5R)-4-hexadecyl-4-hydroxy-5-methoxycarbonyl-cyclopent-2-enyl ester

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 4-Bromo-benzoic acid (1S,4S,5R)-4-hexadecyl-4-hydroxy-5-methoxycarbonyl-cyclopent-2-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 4-Bromo-benzoic acid (1S,4S,5R)-4-hexadecyl-4-hydroxy-5-methoxycarbonyl-cyclopent-2-enyl ester

There total 15 articles about 4-Bromo-benzoic acid (1S,4S,5R)-4-hexadecyl-4-hydroxy-5-methoxycarbonyl-cyclopent-2-enyl ester 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: 72.0%

: 852525-55-4
(1R,2S,5R)-2-Hexadecyl-2,5-dihydroxy-cyclopent-3-enecarboxylic acid methyl ester

: 586-76-5
4-Bromobenzoic acid

: 869487-25-2
4-Bromo-benzoic acid (1S,4S,5R)-4-hexadecyl-4-hydroxy-5-methoxycarbonyl-cyclopent-2-enyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In toluene; at 20 ℃; for 6h;
DOI:10.1055/s-2005-863742

Reference yield:

: 852525-45-2
(R)-2-Hexadecyl-oxirane-2-carbaldehyde

: 869487-25-2
4-Bromo-benzoic acid (1S,4S,5R)-4-hexadecyl-4-hydroxy-5-methoxycarbonyl-cyclopent-2-enyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 80 percent / n-BuLi / tetrahydrofuran / -78 - 20 °C

2: 98 percent / aq. NH₄Cl / methanol; tetrahydrofuran / 80 °C

3: 99 percent / imidazole / dimethylformamide / 20 °C

4: 94 percent / DIBALH / CH₂Cl₂ / -40 °C

5: 82 percent / tetrahydrofuran / 1 h / -20 °C

6: 99 percent / Grubbs' 2nd generation Ru catalyst / CH₂Cl₂ / 0.75 h / 20 °C

7: 99 percent / MnO₂ / CH₂Cl₂ / 11.5 h / 20 °C

8: 68 percent / LDA / hexamethylphosphoric acid triamide; tetrahydrofuran / -78 - -42 °C

9: 62 percent / Dowex 50W-X₈; 4 Angstroem molecular sieves / methanol; tetrahydrofuran / 5 h / 20 °C

10: 50 percent / DIBALH; ZnBr₂ / tetrahydrofuran; hexane / 2 h / -50 °C

11: 72 percent / PPh₃; DEAD / toluene / 6 h / 20 °C

With 1H-imidazole; manganese(IV) oxide; n-butyllithium; 4 A molecular sieve; Dowex 50W-X₈; diisobutylaluminium hydride; ammonium chloride; triphenylphosphine; zinc dibromide; lithium diisopropyl amide; diethylazodicarboxylate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Wittig methylenation / 11: Mitsunobu reaction;
DOI:10.1055/s-2005-863742

Reference yield:

: 145048-48-2
2-methylene-1-octadecanol

: 869487-25-2
4-Bromo-benzoic acid (1S,4S,5R)-4-hexadecyl-4-hydroxy-5-methoxycarbonyl-cyclopent-2-enyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 94 percent / Ti(O-i-Pr)4; L-(+)-diisopropyl tartrate; TBHP / -20 °C / pH 8

2: 94 percent / Dess-Martin periodinane / CH₂Cl₂ / 20 °C

3: 80 percent / n-BuLi / tetrahydrofuran / -78 - 20 °C

4: 98 percent / aq. NH₄Cl / methanol; tetrahydrofuran / 80 °C

5: 99 percent / imidazole / dimethylformamide / 20 °C

6: 94 percent / DIBALH / CH₂Cl₂ / -40 °C

7: 82 percent / tetrahydrofuran / 1 h / -20 °C

8: 99 percent / Grubbs' 2nd generation Ru catalyst / CH₂Cl₂ / 0.75 h / 20 °C

9: 99 percent / MnO₂ / CH₂Cl₂ / 11.5 h / 20 °C

10: 68 percent / LDA / hexamethylphosphoric acid triamide; tetrahydrofuran / -78 - -42 °C

11: 62 percent / Dowex 50W-X₈; 4 Angstroem molecular sieves / methanol; tetrahydrofuran / 5 h / 20 °C

12: 50 percent / DIBALH; ZnBr₂ / tetrahydrofuran; hexane / 2 h / -50 °C

13: 72 percent / PPh₃; DEAD / toluene / 6 h / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; manganese(IV) oxide; n-butyllithium; L-(+)-diisopropyl tartrate; 4 A molecular sieve; Dowex 50W-X₈; diisobutylaluminium hydride; ammonium chloride; Dess-Martin periodane; triphenylphosphine; zinc dibromide; lithium diisopropyl amide; diethylazodicarboxylate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Sharpless asymmetric epoxidation / 3: Wittig methylenation / 13: Mitsunobu reaction;
DOI:10.1055/s-2005-863742