tetramethyl (3-O-benzyl-1,2-O-isopropylidene-3,5,6-trideoxy-α-L-ribofuranose-6,6'-diyl)bisphosphonate

Base Information

Chemical Name:tetramethyl (3-O-benzyl-1,2-O-isopropylidene-3,5,6-trideoxy-α-L-ribofuranose-6,6'-diyl)bisphosphonate
CAS No.:945621-32-9
Molecular Formula:C₂₀H₃₂O₁₀P₂
Molecular Weight:494.416
Hs Code.:

Synonyms:tetramethyl (3-O-benzyl-1,2-O-isopropylidene-3,5,6-trideoxy-α-L-ribofuranose-6,6'-diyl)bisphosphonate

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Chemical Property of tetramethyl (3-O-benzyl-1,2-O-isopropylidene-3,5,6-trideoxy-α-L-ribofuranose-6,6'-diyl)bisphosphonate

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Technology Process of tetramethyl (3-O-benzyl-1,2-O-isopropylidene-3,5,6-trideoxy-α-L-ribofuranose-6,6'-diyl)bisphosphonate

There total 5 articles about tetramethyl (3-O-benzyl-1,2-O-isopropylidene-3,5,6-trideoxy-α-L-ribofuranose-6,6'-diyl)bisphosphonate 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: 56.0%

: 945621-65-8
C₁₆H₁₉O₇SF₃

: 16001-93-7
tetramethyl methylenediphosphonate

: 945621-32-9
tetramethyl (3-O-benzyl-1,2-O-isopropylidene-3,5,6-trideoxy-α-L-ribofuranose-6,6'-diyl)bisphosphonate

Guidance literature:: With 15-crown-5; sodium hydride; In N,N-dimethyl-formamide; for 4h; cooling;
DOI:10.1080/07328300701351532

Reference yield:

: 1,2-O-isopropylidene-5-O-tert-butyldimethylsilyl-α-L-ribofuranose

: 945621-32-9
tetramethyl (3-O-benzyl-1,2-O-isopropylidene-3,5,6-trideoxy-α-L-ribofuranose-6,6'-diyl)bisphosphonate

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / NaH / dimethylformamide / 0 - 20 °C

2: 85 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

3: 95 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / -30 °C

4: 56 percent / NaH; 15-crown-5 / dimethylformamide / 4 h / cooling

With 2,6-dimethylpyridine; 15-crown-5; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1080/07328300701351532

Reference yield:

: 945621-31-8
3-O-benzyl-1,2-O-isopropylidene-5-O-tert-butyldimethylsilyl-α-L-ribofuranose

: 945621-32-9
tetramethyl (3-O-benzyl-1,2-O-isopropylidene-3,5,6-trideoxy-α-L-ribofuranose-6,6'-diyl)bisphosphonate

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

2: 95 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / -30 °C

3: 56 percent / NaH; 15-crown-5 / dimethylformamide / 4 h / cooling

With 2,6-dimethylpyridine; 15-crown-5; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1080/07328300701351532