phenyl 3,5-di-O-benzoyl-2-O-(chloroacetyl)-1-thio-α-D-arabinofuranoside

Base Information

Chemical Name:phenyl 3,5-di-O-benzoyl-2-O-(chloroacetyl)-1-thio-α-D-arabinofuranoside
CAS No.:1289100-95-3
Molecular Formula:C₂₇H₂₃ClO₇S
Molecular Weight:526.994
Hs Code.:

Synonyms:phenyl 3,5-di-O-benzoyl-2-O-(chloroacetyl)-1-thio-α-D-arabinofuranoside

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Chemical Property of phenyl 3,5-di-O-benzoyl-2-O-(chloroacetyl)-1-thio-α-D-arabinofuranoside

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Technology Process of phenyl 3,5-di-O-benzoyl-2-O-(chloroacetyl)-1-thio-α-D-arabinofuranoside

There total 9 articles about phenyl 3,5-di-O-benzoyl-2-O-(chloroacetyl)-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: 91.0%

: 1379681-43-2
phenyl 3,5-di-O-benzoyl-1-thio-α-D-arabinofuranoside

: 541-88-8
Chloroacetic anhydride

: 1289100-95-3
phenyl 3,5-di-O-benzoyl-2-O-(chloroacetyl)-1-thio-α-D-arabinofuranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1055/s-0031-1290752

Reference yield: 83.0%

: 1312541-23-3
3,5-di-O-benzoyl-1,2-bis-O-(chloroacetyl)-D-arabinofuranose

: 108-98-5
thiophenol

: 1289100-95-3
phenyl 3,5-di-O-benzoyl-2-O-(chloroacetyl)-1-thio-α-D-arabinofuranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1007/s11172-010-0397-4

Reference yield:

: 4348-68-9
2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl bromide

: 1289100-95-3
phenyl 3,5-di-O-benzoyl-2-O-(chloroacetyl)-1-thio-α-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: sodium tetrahydroborate / acetonitrile

2: trifluoroacetic acid / dichloromethane

3: 2,4,6-trimethyl-pyridine / dichloromethane

4: boron trifluoride diethyl etherate / dichloromethane / 3 h / 0 °C

With 2,4,6-trimethyl-pyridine; sodium tetrahydroborate; boron trifluoride diethyl etherate; trifluoroacetic acid; In dichloromethane; acetonitrile;
DOI:10.1007/s11172-010-0397-4