p-tolyl 5-O-t-butyldiphenylsilyl-2,3-O-(tetraisopropylsiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside

Base Information

Chemical Name:p-tolyl 5-O-t-butyldiphenylsilyl-2,3-O-(tetraisopropylsiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside
CAS No.:917590-95-5
Molecular Formula:C₄₀H₆₀O₅SSi₃
Molecular Weight:737.236
Hs Code.:

Synonyms:p-tolyl 5-O-t-butyldiphenylsilyl-2,3-O-(tetraisopropylsiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside

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Chemical Property of p-tolyl 5-O-t-butyldiphenylsilyl-2,3-O-(tetraisopropylsiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside

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Technology Process of p-tolyl 5-O-t-butyldiphenylsilyl-2,3-O-(tetraisopropylsiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside

There total 4 articles about p-tolyl 5-O-t-butyldiphenylsilyl-2,3-O-(tetraisopropylsiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside 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: 60.0%

: 69304-37-6
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

: 204918-55-8
p-cresyl 5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside

: 917590-95-5
p-tolyl 5-O-t-butyldiphenylsilyl-2,3-O-(tetraisopropylsiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside

Guidance literature:: With pyridine; at 20 ℃; for 48h;
DOI:10.1021/ol062198j

Reference yield:

: 845868-93-1
1,2,3-tri-O-acetyl-5-O-t-butyldiphenylsilyl-D-arabinofuranose

: 917590-95-5
p-tolyl 5-O-t-butyldiphenylsilyl-2,3-O-(tetraisopropylsiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.5 h / 0 °C

2: 100 percent / NaOMe / methanol / 0.25 h / 20 °C

3: 60 percent / pyridine / 48 h / 20 °C

With pyridine; boron trifluoride diethyl etherate; sodium methylate; In methanol; dichloromethane;
DOI:10.1021/ol062198j

Reference yield:

: 917590-92-2
p-tolyl 5-O-t-butyldiphenylsilyl-2,3-di-O-acetyl-1-thio-α-D-arabinofuranoside

: 917590-95-5
p-tolyl 5-O-t-butyldiphenylsilyl-2,3-O-(tetraisopropylsiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / NaOMe / methanol / 0.25 h / 20 °C

2: 60 percent / pyridine / 48 h / 20 °C

With pyridine; sodium methylate; In methanol;
DOI:10.1021/ol062198j