2H-1-Benzopyran-4-ol, 2-[3,4-bis(phenylmethoxy)phenyl]-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy] -3,4-dihydro-5,7-bis(phenylmethoxy)-, (2R,3R)-

Base Information

• Chemical Name: 2H-1-Benzopyran-4-ol, 2-[3,4-bis(phenylmethoxy)phenyl]-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy] -3,4-dihydro-5,7-bis(phenylmethoxy)-, (2R,3R)-
• CAS No.: 330936-26-0
• Molecular Formula: C49H52O7Si
• Molecular Weight: 781.033

Synonyms:

Chemical Property of 2H-1-Benzopyran-4-ol, 2-[3,4-bis(phenylmethoxy)phenyl]-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy] -3,4-dihydro-5,7-bis(phenylmethoxy)-, (2R,3R)-

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Technology Process of 2H-1-Benzopyran-4-ol, 2-[3,4-bis(phenylmethoxy)phenyl]-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy] -3,4-dihydro-5,7-bis(phenylmethoxy)-, (2R,3R)-

There total 3 articles about 2H-1-Benzopyran-4-ol, 2-[3,4-bis(phenylmethoxy)phenyl]-3-[[(1,1-dimethylethyl)dimethylsilyl]oxy] -3,4-dihydro-5,7-bis(phenylmethoxy)-, (2R,3R)- 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%

5,7,3',4'-tetra-O-benzyl-3-O-(tert-butyldimethylsilyl)epicatechin (299412-40-1) → 5,7,3',4'-tetra-O-benzyl-3-O-(tert-butyldimethylsilyl)-4-hydroxyepicatechin (330936-26-0)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1021/jo001462y

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 5,7,3',4'-tetra-O-benzyl-3-O-(tert-butyldimethylsilyl)-4-hydroxyepicatechin (330936-26-0)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole

2: 72 percent / DDQ / tetrahydrofuran; H₂O / 20 °C

With 1H-imidazole; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; water;

DOI:10.1021/jo001462y

Reference yield:

5,7,3',4'-tetra-O-benzylepicatechin (87292-49-7) → 5,7,3',4'-tetra-O-benzyl-3-O-(tert-butyldimethylsilyl)-4-hydroxyepicatechin (330936-26-0)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole

2: 72 percent / DDQ / tetrahydrofuran; H₂O / 20 °C

With 1H-imidazole; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; water;

DOI:10.1021/jo001462y

upstream raw materials:

5,7,3',4'-tetra-O-benzyl-3-O-(tert-butyldimethylsilyl)epicatechin

tert-butyldimethylsilyl chloride

5,7,3',4'-tetra-O-benzylepicatechin

Downstream raw materials:

(2R,3S)-5,7,3',4'-tetra-O-benzyl-3-O-[(tert-butyldimethylsilyl)oxy]flavan-4-one

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