phenyl 3,4,6-tri-O-(t-butyldimethylsilyl)-2-deoxy-1-thio-α-D-lyxo-pyranoside

Base Information

• Chemical Name: phenyl 3,4,6-tri-O-(t-butyldimethylsilyl)-2-deoxy-1-thio-α-D-lyxo-pyranoside
• CAS No.: 125211-44-1
• Molecular Formula: C₃₀H₅₈O₄SSi₃
• Molecular Weight: 599.111
• Mol file: 125211-44-1.mol

Synonyms:phenyl 3,4,6-tri-O-(t-butyldimethylsilyl)-2-deoxy-1-thio-α-D-lyxo-pyranoside

Chemical Property of phenyl 3,4,6-tri-O-(t-butyldimethylsilyl)-2-deoxy-1-thio-α-D-lyxo-pyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 3,4,6-tri-O-(t-butyldimethylsilyl)-2-deoxy-1-thio-α-D-lyxo-pyranoside

There total 28 articles about phenyl 3,4,6-tri-O-(t-butyldimethylsilyl)-2-deoxy-1-thio-α-D-lyxo-pyranoside 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: 96.0%

C42H71NO8SSi3 (1266329-65-0) + thiophenol (108-98-5) → C18H19NO4S (1266329-80-9) + phenyl 3,4,6-tri-O-(t-butyldimethylsilyl)-2-deoxy-1-thio-α-D-lyxo-pyranoside (125211-44-1)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -78 - 0 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol103119u

Reference yield: 94.0%

C41H68ClNO7SSi3 (1266329-69-4) + thiophenol (108-98-5) → C17H16ClNO3S (1266329-81-0) + phenyl 3,4,6-tri-O-(t-butyldimethylsilyl)-2-deoxy-1-thio-α-D-lyxo-pyranoside (125211-44-1)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -78 - 0 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol103119u

Reference yield: 94.0%

C41H68BrNO7SSi3 (1266329-70-7) + thiophenol (108-98-5) → C17H16BrNO3S (1266329-82-1) + phenyl 3,4,6-tri-O-(t-butyldimethylsilyl)-2-deoxy-1-thio-α-D-lyxo-pyranoside (125211-44-1)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -78 - 0 ℃; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/ol103119u

upstream raw materials:

(4R,5S,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid

(((2R,3S,4R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,4-dihydro-2H-pyran-3,4-diyl)bis(oxy))bis(tert-butyldimethylsilane)

thiophenol

phenyl 3,4,6-tri-O-(t-butyldimethylsilyl)-2-deoxy-1-sulphonyl-αβ-D-lyxo-pyranoside

Downstream raw materials:

methyl onate

(4R,5S,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenylsulfanyl-tetrahydro-pyran-2-carboxylic acid

(4R,5S,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-p-tolyloxy-tetrahydro-pyran-2-carboxylic acid

p-tolyl onate