methyl 3,7-anhydro-1,6-dideoxy-1-<5-(methoxycarbonyl)-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-5-O-(phenylmethyl)-L-glycero-β-allo-octofuranuronate

Base Information

Chemical Name:methyl 3,7-anhydro-1,6-dideoxy-1-<5-(methoxycarbonyl)-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-5-O-(phenylmethyl)-L-glycero-β-allo-octofuranuronate
CAS No.:116185-23-0
Molecular Formula:C₂₂H₂₄N₂O₁₀
Molecular Weight:476.44
Hs Code.:

methyl 3,7-anhydro-1,6-dideoxy-1-<5-(methoxycarbonyl)-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-5-O-(phenylmethyl)-L-glycero-β-allo-octofuranuronate

Synonyms:methyl 3,7-anhydro-1,6-dideoxy-1-<5-(methoxycarbonyl)-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-5-O-(phenylmethyl)-L-glycero-β-allo-octofuranuronate

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Chemical Property of methyl 3,7-anhydro-1,6-dideoxy-1-<5-(methoxycarbonyl)-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-5-O-(phenylmethyl)-L-glycero-β-allo-octofuranuronate

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Technology Process of methyl 3,7-anhydro-1,6-dideoxy-1-<5-(methoxycarbonyl)-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-5-O-(phenylmethyl)-L-glycero-β-allo-octofuranuronate

There total 17 articles about methyl 3,7-anhydro-1,6-dideoxy-1-<5-(methoxycarbonyl)-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-5-O-(phenylmethyl)-L-glycero-β-allo-octofuranuronate 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:

: (2R,4R)-4-Benzyloxy-4-((2R,3R,4R)-3,4-diacetoxy-5-methoxy-tetrahydro-furan-2-yl)-2-methanesulfonyloxy-butyric acid methyl ester

: 116185-23-0
methyl 3,7-anhydro-1,6-dideoxy-1-<5-(methoxycarbonyl)-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-5-O-(phenylmethyl)-L-glycero-β-allo-octofuranuronate

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / H₂SO₄ / CH₂Cl₂

2: 91 percent / TMSOTf

3: 81 percent / NaOMe / methanol

4: 1.) Bu₂SnO; 2.) CsF / 1.) MeOH; 2.) DMF, 60 deg C

With sulfuric acid; sodium methylate; di(n-butyl)tin oxide; cesium fluoride; trimethylsilyl trifluoromethanesulfonate; In methanol; dichloromethane;
DOI:10.1021/ja00269a080

Reference yield:

: (2R,4R)-4-Benzyloxy-2-methanesulfonyloxy-4-((2R,3R,4R)-3,4,5-triacetoxy-tetrahydro-furan-2-yl)-butyric acid methyl ester

: 116185-23-0
methyl 3,7-anhydro-1,6-dideoxy-1-<5-(methoxycarbonyl)-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-5-O-(phenylmethyl)-L-glycero-β-allo-octofuranuronate

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / TMSOTf

2: 81 percent / NaOMe / methanol

3: 1.) Bu₂SnO; 2.) CsF / 1.) MeOH; 2.) DMF, 60 deg C

With sodium methylate; di(n-butyl)tin oxide; cesium fluoride; trimethylsilyl trifluoromethanesulfonate; In methanol;
DOI:10.1021/ja00269a080

Reference yield:

: 65906-88-9
2,4-bis<(trimethylsilyl)oxy>-5-carbomethoxypyrimidine

: 116185-23-0
methyl 3,7-anhydro-1,6-dideoxy-1-<5-(methoxycarbonyl)-3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl>-5-O-(phenylmethyl)-L-glycero-β-allo-octofuranuronate

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / TMSOTf

2: 81 percent / NaOMe / methanol

3: 1.) Bu₂SnO; 2.) CsF / 1.) MeOH; 2.) DMF, 60 deg C

With sodium methylate; di(n-butyl)tin oxide; cesium fluoride; trimethylsilyl trifluoromethanesulfonate; In methanol;
DOI:10.1021/ja00269a080