phenyl 2,4-di-O-acetyl-3-O-[4-O-(tert-butyldimethylsilyl)-2,3-di-O-methyl-α-L-fucopyranosyl]-1-thio-β-D-xylopyranoside

Base Information

Chemical Name:phenyl 2,4-di-O-acetyl-3-O-[4-O-(tert-butyldimethylsilyl)-2,3-di-O-methyl-α-L-fucopyranosyl]-1-thio-β-D-xylopyranoside
CAS No.:170451-43-1
Molecular Formula:C₂₉H₄₆O₁₀SSi
Molecular Weight:614.83
Hs Code.:

Synonyms:phenyl 2,4-di-O-acetyl-3-O-[4-O-(tert-butyldimethylsilyl)-2,3-di-O-methyl-α-L-fucopyranosyl]-1-thio-β-D-xylopyranoside

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Chemical Property of phenyl 2,4-di-O-acetyl-3-O-[4-O-(tert-butyldimethylsilyl)-2,3-di-O-methyl-α-L-fucopyranosyl]-1-thio-β-D-xylopyranoside

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Technology Process of phenyl 2,4-di-O-acetyl-3-O-[4-O-(tert-butyldimethylsilyl)-2,3-di-O-methyl-α-L-fucopyranosyl]-1-thio-β-D-xylopyranoside

There total 4 articles about phenyl 2,4-di-O-acetyl-3-O-[4-O-(tert-butyldimethylsilyl)-2,3-di-O-methyl-α-L-fucopyranosyl]-1-thio-β-D-xylopyranoside 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: 64.0%

: 170451-42-0
4-O-(tert-butyldimethylsilyl)-2,3-di-O-methyl-L-fucopyranosyl fluoride

: 170451-36-2
phenyl 2,4-di-O-acetyl-1-thio-β-D-xylopyranoside

: 170451-43-1
phenyl 2,4-di-O-acetyl-3-O-[4-O-(tert-butyldimethylsilyl)-2,3-di-O-methyl-α-L-fucopyranosyl]-1-thio-β-D-xylopyranoside

Guidance literature:: With silver perchlorate; tin(ll) chloride; In diethyl ether; for 0.75h;
DOI:10.1021/ja993487o

Reference yield:

: 87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2
D-Xylose

: 170451-43-1
phenyl 2,4-di-O-acetyl-3-O-[4-O-(tert-butyldimethylsilyl)-2,3-di-O-methyl-α-L-fucopyranosyl]-1-thio-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 21 percent / pyridine / -35 °C

2: SnCl₄; BF₃*Et₂O / benzene / 0.33 h

3: 64 percent / AgClO₄; SnCl₂ / diethyl ether / 0.75 h

With pyridine; boron trifluoride diethyl etherate; silver perchlorate; tin(IV) chloride; tin(ll) chloride; In diethyl ether; benzene; 1: Acetylation / 2: Substitution / 3: Condensation;
DOI:10.1021/ja993487o

Reference yield:

: 4551-15-9
phenylthiotrimethylsilane

: 170451-43-1
phenyl 2,4-di-O-acetyl-3-O-[4-O-(tert-butyldimethylsilyl)-2,3-di-O-methyl-α-L-fucopyranosyl]-1-thio-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: SnCl₄; BF₃*Et₂O / benzene / 0.33 h

2: 64 percent / AgClO₄; SnCl₂ / diethyl ether / 0.75 h

With boron trifluoride diethyl etherate; silver perchlorate; tin(IV) chloride; tin(ll) chloride; In diethyl ether; benzene; 1: Substitution / 2: Condensation;
DOI:10.1021/ja993487o