1-deoxy-1-diethylmethylsilyloxymethyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

Base Information

Chemical Name:1-deoxy-1-diethylmethylsilyloxymethyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose
CAS No.:115141-23-6
Molecular Formula:C₃₂H₃₆O₈Si
Molecular Weight:576.719
Hs Code.:

Synonyms:1-deoxy-1-diethylmethylsilyloxymethyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

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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 1-deoxy-1-diethylmethylsilyloxymethyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

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Technology Process of 1-deoxy-1-diethylmethylsilyloxymethyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

There total 1 articles about 1-deoxy-1-diethylmethylsilyloxymethyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose 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: 75.0%

: 6974-32-9
1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

: 760-32-7
diethylmethylsilane

: 201230-82-2
carbon monoxide

: 115141-23-6
1-deoxy-1-diethylmethylsilyloxymethyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

Guidance literature:: With dicobalt octacarbonyl; In dichloromethane; at 25 ℃; for 40h; under 760 Torr;
DOI:10.1021/jo00249a059

Reference yield: 97.0%

: 115141-23-6
1-deoxy-1-diethylmethylsilyloxymethyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

: 561017-53-6
1-deoxy-1-hydroxymethyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

Guidance literature:: In tetrahydrofuran; water; acetic acid; at 20 ℃; for 2h;
DOI:10.1246/cl.2004.468

Reference yield:

: 115141-23-6
1-deoxy-1-diethylmethylsilyloxymethyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

: C₄₈H₈₁N₇O₁₃

Guidance literature:: Multi-step reaction with 12 steps

1: 97 percent / acetic acid; H₂O; tetrahydrofuran / 2 h / 20 °C

2: 98 percent / triphenylphosphine; DEAD / tetrahydrofuran / 16 h / 0 - 20 °C

3: TFA / 1 h / 20 °C

4: potassium carbonate / methanol / 4 h / 20 °C

5: silver carbonate / dimethylformamide / 3 h / 20 °C

6: pTsOH / 24 h / 20 °C

7: 98 percent / triphenylphosphine; DEAD / tetrahydrofuran / 4 h / Heating

8: 75 percent / PhSiH₃ / (Ph₃P)4Pd⁽⁰⁾ / CH₂Cl₂ / 6 h / 20 °C

9: 33 percent / EDC; HOBt / CH₂Cl₂ / 4 h / 20 °C

10: TFA; H₂O / 2 h / 20 °C

11: EDC; HOBt; DIPEA / CH₂Cl₂ / 16 h / 20 °C

12: 92 percent / PhSH; potassium carbonate / dimethylformamide / 4 h / 20 °C

With phenylsilane; water; potassium carbonate; benzotriazol-1-ol; toluene-4-sulfonic acid; thiophenol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; silver carbonate; trifluoroacetic acid; diethylazodicarboxylate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; 2: Mitsunobu condensation / 7: Mitsunobu condensation;
DOI:10.1246/cl.2004.468