(1R, 2R)-3-(2,4-bis(benzyloxy)-6-(tert-butyldimethylsilyloxy)phenyl)-1-(3',4'-bis(benzyloxy)phenyl)propane-1,2-diol

Base Information

Chemical Name:(1R, 2R)-3-(2,4-bis(benzyloxy)-6-(tert-butyldimethylsilyloxy)phenyl)-1-(3',4'-bis(benzyloxy)phenyl)propane-1,2-diol
CAS No.:918157-98-9
Molecular Formula:C₄₉H₅₄O₇Si
Molecular Weight:783.049
Hs Code.:

Synonyms:(1R, 2R)-3-(2,4-bis(benzyloxy)-6-(tert-butyldimethylsilyloxy)phenyl)-1-(3',4'-bis(benzyloxy)phenyl)propane-1,2-diol

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

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Chemical Property of (1R, 2R)-3-(2,4-bis(benzyloxy)-6-(tert-butyldimethylsilyloxy)phenyl)-1-(3',4'-bis(benzyloxy)phenyl)propane-1,2-diol

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Technology Process of (1R, 2R)-3-(2,4-bis(benzyloxy)-6-(tert-butyldimethylsilyloxy)phenyl)-1-(3',4'-bis(benzyloxy)phenyl)propane-1,2-diol

There total 6 articles about (1R, 2R)-3-(2,4-bis(benzyloxy)-6-(tert-butyldimethylsilyloxy)phenyl)-1-(3',4'-bis(benzyloxy)phenyl)propane-1,2-diol 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: 80.0%

: 918157-97-8
(E)-3-[2,4-bis(benzyloxy)-6-(tert-butyldimethylsilyloxy)phenyl]-1-[3,4-bis(benzyloxy)phenyl]propene

: 918157-98-9
(1R, 2R)-3-(2,4-bis(benzyloxy)-6-(tert-butyldimethylsilyloxy)phenyl)-1-(3',4'-bis(benzyloxy)phenyl)propane-1,2-diol

Guidance literature:: With potassium osmate(VI); methanesulfonamide; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III); In tetrahydrofuran; water; tert-butyl alcohol; at 0 - 2 ℃; for 28h;

Reference yield:

: 5447-02-9
3,4-dibenzyloxybenzaldehyde

: 918157-98-9
(1R, 2R)-3-(2,4-bis(benzyloxy)-6-(tert-butyldimethylsilyloxy)phenyl)-1-(3',4'-bis(benzyloxy)phenyl)propane-1,2-diol

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / tetrahydrofuran; various solvent(s) / 2 h / 20 °C

2: 7.9 g / DIBAL / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

3: 47.3 percent / silica gel supported H₂SO₄ / CH₂Cl₂ / 20 °C

4: imidazole / dimethylformamide / 20 °C

5: AD-mixβ; methanesulfonamide / H2O; 2-methyl-propan-2-ol; CH2Cl2 / 0 °C

With 1H-imidazole; methanesulfonamide; sulfuric acid; silica gel; sodium hydride; diisobutylaluminium hydride; 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 3: Friedel-Craft alkylation / 5: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.bmc.2004.04.033

Reference yield:

: 63604-98-8
1,3-dibenzylphloroglucinol

: 918157-98-9
(1R, 2R)-3-(2,4-bis(benzyloxy)-6-(tert-butyldimethylsilyloxy)phenyl)-1-(3',4'-bis(benzyloxy)phenyl)propane-1,2-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 47.3 percent / silica gel supported H₂SO₄ / CH₂Cl₂ / 20 °C

2: imidazole / dimethylformamide / 20 °C

3: AD-mixβ; methanesulfonamide / H2O; 2-methyl-propan-2-ol; CH2Cl2 / 0 °C

With 1H-imidazole; methanesulfonamide; sulfuric acid; silica gel; 1,4-bis(9-O-dihydroquinidine)phthalazine; In dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Friedel-Craft alkylation / 3: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.bmc.2004.04.033