methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-3-O-trifluoromethanesulfonyl-D-arabinonate

Base Information

Chemical Name:methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-3-O-trifluoromethanesulfonyl-D-arabinonate
CAS No.:787572-22-9
Molecular Formula:C₂₃H₂₇F₃O₇SSi
Molecular Weight:532.61
Hs Code.:

Synonyms:methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-3-O-trifluoromethanesulfonyl-D-arabinonate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-3-O-trifluoromethanesulfonyl-D-arabinonate

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Technology Process of methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-3-O-trifluoromethanesulfonyl-D-arabinonate

There total 9 articles about methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-3-O-trifluoromethanesulfonyl-D-arabinonate 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: 86.0%

: 787572-21-8
methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-D-arabinonate

: 358-23-6
trifluoromethylsulfonic anhydride

: 787572-22-9
methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-3-O-trifluoromethanesulfonyl-D-arabinonate

Guidance literature:: With pyridine; In dichloromethane; at -30 - -10 ℃; for 1h;
DOI:10.1016/j.tetasy.2004.07.031

Reference yield:

: 87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2
D-Xylose

: 787572-22-9
methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-3-O-trifluoromethanesulfonyl-D-arabinonate

Guidance literature:: Multi-step reaction with 9 steps

1: potassium carbonate; bromine / H₂O

2: 19.0 g / hydrochloric acid / 20 °C

3: 96 percent / pyridine / CH₂Cl₂ / 2.25 h / -30 - -10 °C

4: 75 percent / potassium carbonate / 4 h / -25 - -20 °C

5: 92 percent / para-toluenesulfonic acid / methanol / 1 h / 20 °C

6: 91 percent / imidazole / dimethylformamide / -20 - 20 °C

7: 77 percent / pyridine / CH₂Cl₂ / 3 h / -30 - -10 °C

8: 484 mg / caesium trifluoroacetate / butan-2-one / 18 h / 60 °C

9: 86 percent / pyridine / CH₂Cl₂ / 1 h / -30 - -10 °C

With pyridine; 1H-imidazole; hydrogenchloride; bromine; cesium trifluoroacetate; potassium carbonate; toluene-4-sulfonic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide; butanone;
DOI:10.1016/j.tetasy.2004.07.031

Reference yield:

: 131614-83-0
(2S,4aR,7R,7aR)-7-hydroxy-2-phenyltetrahydro-6H-furo[3,2-d][1,3]dioxin-6-one

: 787572-22-9
methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-3-O-trifluoromethanesulfonyl-D-arabinonate

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / pyridine / CH₂Cl₂ / 2.25 h / -30 - -10 °C

2: 75 percent / potassium carbonate / 4 h / -25 - -20 °C

3: 92 percent / para-toluenesulfonic acid / methanol / 1 h / 20 °C

4: 91 percent / imidazole / dimethylformamide / -20 - 20 °C

5: 77 percent / pyridine / CH₂Cl₂ / 3 h / -30 - -10 °C

6: 484 mg / caesium trifluoroacetate / butan-2-one / 18 h / 60 °C

7: 86 percent / pyridine / CH₂Cl₂ / 1 h / -30 - -10 °C

With pyridine; 1H-imidazole; cesium trifluoroacetate; potassium carbonate; toluene-4-sulfonic acid; In methanol; dichloromethane; N,N-dimethyl-formamide; butanone;
DOI:10.1016/j.tetasy.2004.07.031