methyl 2-deoxy-3,4-di-O-tert-butyldimethylsilyl-6,7-O-isopropylidene-2-N'-phenylureido-β-D-gluco-2-heptulofuranosonate

Base Information

Chemical Name:methyl 2-deoxy-3,4-di-O-tert-butyldimethylsilyl-6,7-O-isopropylidene-2-N'-phenylureido-β-D-gluco-2-heptulofuranosonate
CAS No.:164665-97-8
Molecular Formula:C₃₀H₅₂N₂O₈Si₂
Molecular Weight:624.922
Hs Code.:

Synonyms:methyl 2-deoxy-3,4-di-O-tert-butyldimethylsilyl-6,7-O-isopropylidene-2-N'-phenylureido-β-D-gluco-2-heptulofuranosonate

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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-deoxy-3,4-di-O-tert-butyldimethylsilyl-6,7-O-isopropylidene-2-N'-phenylureido-β-D-gluco-2-heptulofuranosonate

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Technology Process of methyl 2-deoxy-3,4-di-O-tert-butyldimethylsilyl-6,7-O-isopropylidene-2-N'-phenylureido-β-D-gluco-2-heptulofuranosonate

There total 1 articles about methyl 2-deoxy-3,4-di-O-tert-butyldimethylsilyl-6,7-O-isopropylidene-2-N'-phenylureido-β-D-gluco-2-heptulofuranosonate 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: 36.0%

: 103-71-9
phenyl isocyanate

: 164665-95-6
methyl 2-amino-2-deoxy-3,4-di-O-tert-butyldimethylsilyl-6,7-O-isopropylidene-β-D-gluco-2-heptulofuranosonate

: 164665-97-8
methyl 2-deoxy-3,4-di-O-tert-butyldimethylsilyl-6,7-O-isopropylidene-2-N'-phenylureido-β-D-gluco-2-heptulofuranosonate

: 164665-98-9
methyl 2-deoxy-3,4-di-O-tert-butyldimethylsilyl-6,7-O-isopropylidene-2-N'-phenylureido-α-D-gluco-2-heptulofuranosonate

Guidance literature:: In tetrahydrofuran;
DOI:10.1016/0040-4039(95)00198-L

Reference yield: 78.0%

: 164665-97-8
methyl 2-deoxy-3,4-di-O-tert-butyldimethylsilyl-6,7-O-isopropylidene-2-N'-phenylureido-β-D-gluco-2-heptulofuranosonate

: 164665-99-0
(2R,3S,4R,4'R,5S)-6,8-diaza-3,4-di-tert-butyldimethylsilyloxy-2-(2',2'-dimethyl-1',3'-dioxolane-4'-yl)-1-oxa-8-N-phenyl-spiro<4.4>nonane-7,9-dione

Guidance literature:: With potassium tert-butylate; In N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)00198-L

Reference yield:

: 164665-97-8
methyl 2-deoxy-3,4-di-O-tert-butyldimethylsilyl-6,7-O-isopropylidene-2-N'-phenylureido-β-D-gluco-2-heptulofuranosonate

: 164905-94-6
(1'R,2R,3R,4R,5S)-6,8-diaza-3,4-dihydroxy-2-(1',2'-dihydroxyethyl)-1-oxa-8-N-phenyl-spiro<4.4>nonane-7,9-dione

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / potassium tert-butoxide / dimethylformamide / 0.5 h

2: 73 percent / aq. trifluoroacetic acid / dioxane / 22 h

With potassium tert-butylate; trifluoroacetic acid; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(96)00595-9