methyl 4-O-allyl-2-O-benzoyl-3-O-benzyl-L-idopyranosiduronate trichloroacetimidate

Base Information

Chemical Name:methyl 4-O-allyl-2-O-benzoyl-3-O-benzyl-L-idopyranosiduronate trichloroacetimidate
CAS No.:717902-57-3
Molecular Formula:C₂₆H₂₆Cl₃NO₈
Molecular Weight:586.853
Hs Code.:

Synonyms:methyl 4-O-allyl-2-O-benzoyl-3-O-benzyl-L-idopyranosiduronate trichloroacetimidate

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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 4-O-allyl-2-O-benzoyl-3-O-benzyl-L-idopyranosiduronate trichloroacetimidate

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Technology Process of methyl 4-O-allyl-2-O-benzoyl-3-O-benzyl-L-idopyranosiduronate trichloroacetimidate

There total 5 articles about methyl 4-O-allyl-2-O-benzoyl-3-O-benzyl-L-idopyranosiduronate trichloroacetimidate 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:

: 545-06-2
trichloroacetonitrile

: (2R,3S,4S,5R)-3-Allyloxy-5-benzoyloxy-4-benzyloxy-6-hydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

: 717902-57-3
methyl 4-O-allyl-2-O-benzoyl-3-O-benzyl-L-idopyranosiduronate trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/jo035732z

Reference yield:

: (2R,3S,4R,5R)-3-Allyloxy-4-benzyloxy-5,6-dihydroxy-tetrahydro-pyran-2-carboxylic acid methyl ester

: 717902-57-3
methyl 4-O-allyl-2-O-benzoyl-3-O-benzyl-L-idopyranosiduronate trichloroacetimidate

Guidance literature:: Multi-step reaction with 4 steps

1: 170 mg / imidazole / CH₂Cl₂ / 16 h / -25 °C

2: 77 percent / 4-(dimethylamino)pyridine / CH₂Cl₂

3: tetra-n-butylammonium fluoride; acetic acid / tetrahydrofuran / 0.5 h / 0 °C

4: 210 mg / DBU / CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo035732z

Reference yield:

: 615542-95-5
methyl 4-O-allyl-3-O-benzyl-1,2-O-isopropylidene-α-L-idopyranosiduronate

: 717902-57-3
methyl 4-O-allyl-2-O-benzoyl-3-O-benzyl-L-idopyranosiduronate trichloroacetimidate

Guidance literature:: Multi-step reaction with 5 steps

1: trifluoroacetic acid / 0.5 h

2: 170 mg / imidazole / CH₂Cl₂ / 16 h / -25 °C

3: 77 percent / 4-(dimethylamino)pyridine / CH₂Cl₂

4: tetra-n-butylammonium fluoride; acetic acid / tetrahydrofuran / 0.5 h / 0 °C

5: 210 mg / DBU / CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; dmap; tetrabutyl ammonium fluoride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo035732z