methyl 2,4-anhydro-5-O-benzyl-3-O-trifluoromethanesulfonyl-L-rhamnonate

Base Information

Chemical Name:methyl 2,4-anhydro-5-O-benzyl-3-O-trifluoromethanesulfonyl-L-rhamnonate
CAS No.:357400-87-4
Molecular Formula:C₁₅H₁₇F₃O₇S
Molecular Weight:398.357
Hs Code.:

Synonyms:methyl 2,4-anhydro-5-O-benzyl-3-O-trifluoromethanesulfonyl-L-rhamnonate

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Chemical Property of methyl 2,4-anhydro-5-O-benzyl-3-O-trifluoromethanesulfonyl-L-rhamnonate

Chemical Property:

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Technology Process of methyl 2,4-anhydro-5-O-benzyl-3-O-trifluoromethanesulfonyl-L-rhamnonate

There total 7 articles about methyl 2,4-anhydro-5-O-benzyl-3-O-trifluoromethanesulfonyl-L-rhamnonate 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: 97.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 357400-86-3
methyl 2,4-anhydro-5-O-benzyl-L-rhamnonate

: 357400-87-4
methyl 2,4-anhydro-5-O-benzyl-3-O-trifluoromethanesulfonyl-L-rhamnonate

Guidance literature:: With pyridine; In dichloromethane; at -78 - 0 ℃;
DOI:10.1016/j.tetasy.2004.08.023

Reference yield:

: 322726-61-4
methyl 2,4-anhydro-(R)-3,5-O-benzylidene-L-rhamnonate

: 357400-87-4
methyl 2,4-anhydro-5-O-benzyl-3-O-trifluoromethanesulfonyl-L-rhamnonate

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 1.83 h / 20 °C

2: 96 percent / pyridine / CH₂Cl₂ / 2 h / -78 - -10 °C

With pyridine; triethylsilane; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/j.tetasy.2004.07.032

Reference yield:

: 73-34-7
L-rhamnose

: 357400-87-4
methyl 2,4-anhydro-5-O-benzyl-3-O-trifluoromethanesulfonyl-L-rhamnonate

Guidance literature:: Multi-step reaction with 5 steps

1.1: barium carbonate; bromine / H₂O / 0 - 20 °C

1.2: 72 percent / hydrochloric acid / 48 h / 20 °C

2.1: 92 percent / pyridine / tetrahydrofuran / 1.83 h / -78 - 0 °C

3.1: 89 percent / potassium cabronate / acetonitrile / 0.67 h / -78 - -10 °C

4.1: 82 percent / triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 1.83 h / 20 °C

5.1: 96 percent / pyridine / CH₂Cl₂ / 2 h / -78 - -10 °C

With pyridine; triethylsilane; bromine; potassium carbonate; barium carbonate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1016/j.tetasy.2004.07.032