p-cresyl 2,3-di-O-benzoyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside

Base Information

Chemical Name:p-cresyl 2,3-di-O-benzoyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside
CAS No.:204918-56-9
Molecular Formula:C₄₂H₄₂O₆SSi
Molecular Weight:702.943
Hs Code.:

Synonyms:p-cresyl 2,3-di-O-benzoyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside

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Chemical Property of p-cresyl 2,3-di-O-benzoyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside

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Technology Process of p-cresyl 2,3-di-O-benzoyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside

There total 12 articles about p-cresyl 2,3-di-O-benzoyl-5-O-tert-butyldiphenylsilyl-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: 98.0%

: 98-88-4
benzoyl chloride

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

: 204918-56-9
p-cresyl 2,3-di-O-benzoyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside

Guidance literature:: With pyridine; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1002/chem.201100732

Reference yield:

: C₄₂H₄₀O₈Si

: 106-45-6
para-thiocresol

: 204918-56-9
p-cresyl 2,3-di-O-benzoyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/ja070330k

Reference yield:

: 61826-42-4
tetra-O-acetyl-D-arabinofuranose

: 204918-56-9
p-cresyl 2,3-di-O-benzoyl-5-O-tert-butyldiphenylsilyl-1-thio-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / BF₃*OEt₂ / CH₂Cl₂ / 0 °C

2: 100 percent / CH₃ONa; methanol / 3 h / 20 °C

3: 83 percent / DMAP; pyridine / 3 h / 0 °C

4: 91 percent / pyridine / 3 h / 0 - 20 °C

With pyridine; methanol; dmap; boron trifluoride diethyl etherate; sodium methylate; In dichloromethane; 1: Substitution / 2: deacetylation / 3: Substitution / 4: Substitution;
DOI:10.1021/ja993543l