Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-benzyloxymethyl-2-(2,2-dimethyl-propionyl)-tetrahydro-furan-3-yl ester diethyl ester

Base Information

Chemical Name:Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-benzyloxymethyl-2-(2,2-dimethyl-propionyl)-tetrahydro-furan-3-yl ester diethyl ester
CAS No.:484678-91-3
Molecular Formula:C₂₆H₃₆N₅O₇P
Molecular Weight:561.575
Hs Code.:

Synonyms:Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-benzyloxymethyl-2-(2,2-dimethyl-propionyl)-tetrahydro-furan-3-yl ester diethyl ester

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Chemical Property of Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-benzyloxymethyl-2-(2,2-dimethyl-propionyl)-tetrahydro-furan-3-yl ester diethyl ester

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Technology Process of Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-benzyloxymethyl-2-(2,2-dimethyl-propionyl)-tetrahydro-furan-3-yl ester diethyl ester

There total 5 articles about Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-benzyloxymethyl-2-(2,2-dimethyl-propionyl)-tetrahydro-furan-3-yl ester diethyl ester 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: 85.0%

: 814-49-3
diethyl chlorophosphate

: 484678-90-2
1-[(2R,3S,5R)-5-(6-Amino-purin-9-yl)-2-benzyloxymethyl-3-hydroxy-tetrahydro-furan-2-yl]-2,2-dimethyl-propan-1-one

: 484678-91-3
Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-benzyloxymethyl-2-(2,2-dimethyl-propionyl)-tetrahydro-furan-3-yl ester diethyl ester

Guidance literature:: With tert-butylmagnesium chloride; In tetrahydrofuran; at 20 ℃;
DOI:10.1039/b205928b

Reference yield:

: 484678-85-5
methyl 5-O-benzyl-3-O-(tert-butyldimethylsilyl)-2-deoxy-4α-methoxycarbonyl-α,β-D-ribo-pentofuranoside

: 484678-91-3
Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-benzyloxymethyl-2-(2,2-dimethyl-propionyl)-tetrahydro-furan-3-yl ester diethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / tetrahydrofuran / 0.33 h / -78 °C

2: SnCl₄ / acetonitrile / 48 h / 20 - 40 °C

3: 80 percent / TBAF / 0.5 h / 20 °C

4: 89 percent / aq. K₂CO₃ / methanol / 24 h / 0 - 20 °C

5: 85 percent / t-BuMgCl / tetrahydrofuran / 20 °C

With tert-butylmagnesium chloride; tetrabutyl ammonium fluoride; tin(IV) chloride; potassium carbonate; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1039/b205928b

Reference yield:

: 499793-76-9
1-[(2R,3S)-2-Benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-tetrahydro-furan-2-yl]-2,2-dimethyl-propan-1-one

: 484678-91-3
Phosphoric acid (2R,3S,5R)-5-(6-amino-purin-9-yl)-2-benzyloxymethyl-2-(2,2-dimethyl-propionyl)-tetrahydro-furan-3-yl ester diethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: SnCl₄ / acetonitrile / 48 h / 20 - 40 °C

2: 80 percent / TBAF / 0.5 h / 20 °C

3: 89 percent / aq. K₂CO₃ / methanol / 24 h / 0 - 20 °C

4: 85 percent / t-BuMgCl / tetrahydrofuran / 20 °C

With tert-butylmagnesium chloride; tetrabutyl ammonium fluoride; tin(IV) chloride; potassium carbonate; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1039/b205928b