S-phenyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-β-L-arabinofuranoside

Base Information

Chemical Name:S-phenyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-β-L-arabinofuranoside
CAS No.:932719-32-9
Molecular Formula:C₂₆H₃₆O₄SSi
Molecular Weight:472.721
Hs Code.:

Synonyms:S-phenyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-β-L-arabinofuranoside

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Chemical Property of S-phenyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-β-L-arabinofuranoside

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Technology Process of S-phenyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-β-L-arabinofuranoside

There total 5 articles about S-phenyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-β-L-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: 61.0%

: 932719-30-7
S-phenyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-α-L-arabinofuranoside S-oxide

: 108-98-5
thiophenol

: 913060-79-4
S-phenyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-α-L-arabinofuranoside

: 932719-32-9
S-phenyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-β-L-arabinofuranoside

Guidance literature:: S-phenyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-α-L-arabinofuranoside S-oxide; With 2,4,5-tri-tert-butylpyrimidine; 4 A molecular sieve; In dichloromethane;

With trifluoromethanesulfonic acid anhydride; In dichloromethane; at -78 - -50 ℃; for 0.416667h;

thiophenol; With oct-1-ene; In dichloromethane; at -78 - -30 ℃;
DOI:10.1021/jo061440x

Reference yield:

: 913060-79-4
S-phenyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-α-L-arabinofuranoside

: 932719-32-9
S-phenyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-β-L-arabinofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 79 percent / meta-chloroperbenzoic acid / CH₂Cl₂ / 1 h / -78 - 20 °C

2.1: tri-tert-butylpyrimidine; molecular sieves 4 Angstroem / CH₂Cl₂

2.2: trifluoromethanesulfonic anhydride / CH₂Cl₂ / 0.42 h / -78 - -50 °C

2.3: 61 percent / 1-octene / CH₂Cl₂ / -78 - -30 °C

With 2,4,5-tri-tert-butylpyrimidine; 4 A molecular sieve; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jo061440x

Reference yield:

: trifluoro-methanesulfonic acid 7-benzyloxy-2,2-di-tert-butyl-tetrahydro-furo[3,2-d][1,3,2]dioxasilin-6-yl ester

: 932719-32-9
S-phenyl 2-O-benzyl-3,5-O-(di-tert-butylsilylene)-1-thio-β-L-arabinofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: CH₂Cl₂ / -78 - -30 °C

2.1: 79 percent / meta-chloroperbenzoic acid / CH₂Cl₂ / 1 h / -78 - 20 °C

3.1: tri-tert-butylpyrimidine; molecular sieves 4 Angstroem / CH₂Cl₂

3.2: trifluoromethanesulfonic anhydride / CH₂Cl₂ / 0.42 h / -78 - -50 °C

3.3: 61 percent / 1-octene / CH₂Cl₂ / -78 - -30 °C

With 2,4,5-tri-tert-butylpyrimidine; 4 A molecular sieve; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jo061440x