(2'S,3'S) 6-O-benzoyl-3-O,4-O-[2',3'-dimethoxybutan-2',3'-diyl]-α-D-mannopyranosyl fluoride

Base Information

Chemical Name:(2'S,3'S) 6-O-benzoyl-3-O,4-O-[2',3'-dimethoxybutan-2',3'-diyl]-α-D-mannopyranosyl fluoride
CAS No.:206195-63-3
Molecular Formula:C₁₉H₂₅FO₈
Molecular Weight:400.401
Hs Code.:

Synonyms:(2'S,3'S) 6-O-benzoyl-3-O,4-O-[2',3'-dimethoxybutan-2',3'-diyl]-α-D-mannopyranosyl fluoride

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Chemical Property of (2'S,3'S) 6-O-benzoyl-3-O,4-O-[2',3'-dimethoxybutan-2',3'-diyl]-α-D-mannopyranosyl fluoride

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Technology Process of (2'S,3'S) 6-O-benzoyl-3-O,4-O-[2',3'-dimethoxybutan-2',3'-diyl]-α-D-mannopyranosyl fluoride

There total 4 articles about (2'S,3'S) 6-O-benzoyl-3-O,4-O-[2',3'-dimethoxybutan-2',3'-diyl]-α-D-mannopyranosyl fluoride 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: 53.0%

: 270087-55-3
(2'S,3'S) 2-O-benzoyl-3-O,4-O-[2',3'-dimethoxybutan-2',3'-diyl]-6-O-benzoyl-α-D-mannopyranosyl fluoride

: 206195-63-3
(2'S,3'S) 6-O-benzoyl-3-O,4-O-[2',3'-dimethoxybutan-2',3'-diyl]-α-D-mannopyranosyl fluoride

Guidance literature:: With potassium carbonate; In methanol; dichloromethane; at 20 ℃; for 32h;
DOI:10.1016/S0957-4166(99)00519-4

Reference yield:

: 7473-36-1,13533-58-9,36400-88-1,56245-60-4,73494-52-7,73804-33-8,128946-17-8,686299-00-3
ethyl 1-thio-α-D-mannopyranoside

: 206195-63-3
(2'S,3'S) 6-O-benzoyl-3-O,4-O-[2',3'-dimethoxybutan-2',3'-diyl]-α-D-mannopyranosyl fluoride

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / (+/-)-camphorsulfonic acid / methanol / 19 h / Heating

2: 83 percent / pyridine / 17 h / 0 - 20 °C

3: 93 percent / diethylaminosulfur trifluoride; N-iodosuccinimide / CH₂Cl₂ / 1 h / -10 - 20 °C

4: 53 percent / K₂CO₃ / CH₂Cl₂; methanol / 32 h / 20 °C

With pyridine; N-iodo-succinimide; diethylamino-sulfur trifluoride; camphor-10-sulfonic acid; potassium carbonate; In methanol; dichloromethane; 1: Cycloaddition / 2: Esterification / 3: Fluorination / 4: Debenzoylation;
DOI:10.1016/S0957-4166(99)00519-4

Reference yield:

: 263543-41-5
(2'S,3'S) ethyl 3-O-,4-O-[2',3'-dimethoxybutan-2',3'-diyl]-1-thio-α-D-mannopyranoside

: 206195-63-3
(2'S,3'S) 6-O-benzoyl-3-O,4-O-[2',3'-dimethoxybutan-2',3'-diyl]-α-D-mannopyranosyl fluoride

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / pyridine / 17 h / 0 - 20 °C

2: 93 percent / diethylaminosulfur trifluoride; N-iodosuccinimide / CH₂Cl₂ / 1 h / -10 - 20 °C

3: 53 percent / K₂CO₃ / CH₂Cl₂; methanol / 32 h / 20 °C

With pyridine; N-iodo-succinimide; diethylamino-sulfur trifluoride; potassium carbonate; In methanol; dichloromethane; 1: Esterification / 2: Fluorination / 3: Debenzoylation;
DOI:10.1016/S0957-4166(99)00519-4