2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranose

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Chemical Name:2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranose
CAS No.:250740-63-7
Molecular Formula:C₄₇H₇₀O₁₆Si₂
Molecular Weight:947.234
Hs Code.:

Synonyms:2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranose

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Chemical Property of 2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranose

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Technology Process of 2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranose

There total 10 articles about 2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranose 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: 58.0%

: 246872-15-1
2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethanol

: 250740-59-1
2-O-acetyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α/β-D-glucopyranosyl trichloroacetimidate

: 250740-63-7
2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranose

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1002/(sici)1099-0690(199910)1999:10<2623::aid-ejoc2623>3.0.co;2-k

Reference yield:

: 102-32-9
3,4-dihydroxyphenylacetate

: 250740-63-7
2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: acetyl chloride / 1 h

2: imidazole / dimethylformamide / 2 h

3: 91 percent / LiAlH₄ / diethyl ether / 0.25 h

4: 58 percent / BF₃*OEt₂ / CH₂Cl₂

With 1H-imidazole; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; acetyl chloride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; 1: Esterification / 2: Etherification / 3: Reduction / 4: Etherification;
DOI:10.1002/(sici)1099-0690(199910)1999:10<2623::aid-ejoc2623>3.0.co;2-k

Reference yield:

: 25379-88-8
2-(3,4-dihydroxyphenyl)acetic acid methyl ester

: 250740-63-7
2-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]ethyl 2-O-acetyl-4,6-O-benzylidene-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: imidazole / dimethylformamide / 2 h

2: 91 percent / LiAlH₄ / diethyl ether / 0.25 h

3: 58 percent / BF₃*OEt₂ / CH₂Cl₂

With 1H-imidazole; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; 1: Etherification / 2: Reduction / 3: Etherification;
DOI:10.1002/(sici)1099-0690(199910)1999:10<2623::aid-ejoc2623>3.0.co;2-k