(+)-(2S,3S)-cis-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol

Base Information

Chemical Name:(+)-(2S,3S)-cis-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol
CAS No.:332386-73-9
Molecular Formula:C₅₀H₄₄O₇
Molecular Weight:756.895
Hs Code.:

Synonyms:(+)-(2S,3S)-cis-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol

Suppliers and Price of (+)-(2S,3S)-cis-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol

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 (+)-(2S,3S)-cis-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (+)-(2S,3S)-cis-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol

There total 13 articles about (+)-(2S,3S)-cis-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol 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:

: 332386-78-4
(S)-5,7-Bis-benzyloxy-2-(3,4,5-tris-benzyloxy-phenyl)-chroman-3-one

: 332386-73-9
(+)-(2S,3S)-cis-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1021/ol000394z

Reference yield:

: 332386-67-1
ethyl (E)-3,4,5-tris(benzyloxy)cinnamate

: 332386-73-9
(+)-(2S,3S)-cis-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol

Guidance literature:: Multi-step reaction with 10 steps

1: 95 percent / DIBAL / tetrahydrofuran; toluene / 2 h / -78 - 20 °C

2: 463 mg / H₂SO₄*SiO₂ / CS₂; CH₂Cl₂ / 3 h / 20 °C

3: 428 mg / imidazole / dimethylformamide / 20 °C

4: AD-mix-α; CH3SO2NH2; H2O / 2-methyl-propan-2-ol; CH2Cl2 / 0 °C

5: 318 mg / TBAF / tetrahydrofuran / 4 h / 20 °C

6: PPTS / CH₂Cl₂ / 20 °C

7: CH(OEt)3; PPTS / 1,2-dichloro-ethane / 60 °C

8: K₂CO₃ / methanol

9: Dess-Martin periodinane / CH₂Cl₂ / 20 °C

10: L-Selectride / tetrahydrofuran / -78 - 20 °C

With 1H-imidazole; AD-mix-α; methanesulfonamide; sulfuric acid; tetrabutyl ammonium fluoride; water; pyridinium p-toluenesulfonate; L-Selectride; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; orthoformic acid triethyl ester; In tetrahydrofuran; methanol; carbon disulfide; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 4: Sharpless asymmetric dihydroxylation;
DOI:10.1021/ol000394z

Reference yield:

: 70424-94-1
methyl 3,4,5-tris(benzyloxy)benzoate

: 332386-73-9
(+)-(2S,3S)-cis-5,7-bis(benzyloxy)-2-[3,4,5-tris(benzyloxy)phenyl]chroman-3-ol

Guidance literature:: Multi-step reaction with 12 steps

1.1: 89 percent / LAH / tetrahydrofuran / 2 h / 20 °C

2.1: PDC / CH₂Cl₂ / 20 °C

2.2: 91 percent / NaH / tetrahydrofuran / 2 h / 20 °C

3.1: 95 percent / DIBAL / tetrahydrofuran; toluene / 2 h / -78 - 20 °C

4.1: 463 mg / H₂SO₄*SiO₂ / CS₂; CH₂Cl₂ / 3 h / 20 °C

5.1: 428 mg / imidazole / dimethylformamide / 20 °C

6.1: AD-mix-α; CH3SO2NH2; H2O / 2-methyl-propan-2-ol; CH2Cl2 / 0 °C

7.1: 318 mg / TBAF / tetrahydrofuran / 4 h / 20 °C

8.1: PPTS / CH₂Cl₂ / 20 °C

9.1: CH(OEt)3; PPTS / 1,2-dichloro-ethane / 60 °C

10.1: K₂CO₃ / methanol

11.1: Dess-Martin periodinane / CH₂Cl₂ / 20 °C

12.1: L-Selectride / tetrahydrofuran / -78 - 20 °C

With 1H-imidazole; AD-mix-α; lithium aluminium tetrahydride; dipyridinium dichromate; methanesulfonamide; sulfuric acid; tetrabutyl ammonium fluoride; water; pyridinium p-toluenesulfonate; L-Selectride; diisobutylaluminium hydride; potassium carbonate; Dess-Martin periodane; orthoformic acid triethyl ester; In tetrahydrofuran; methanol; carbon disulfide; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; tert-butyl alcohol; 6.1: Sharpless asymmetric dihydroxylation;
DOI:10.1021/ol000394z