6-chloro-2-(hydroxymethyl)-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-(triisopropylsilyl)purine

Base Information

Chemical Name:6-chloro-2-(hydroxymethyl)-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-(triisopropylsilyl)purine
CAS No.:249757-39-9
Molecular Formula:C₄₂H₅₁ClN₄O₅Si
Molecular Weight:755.429
Hs Code.:

Synonyms:6-chloro-2-(hydroxymethyl)-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-(triisopropylsilyl)purine

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Chemical Property of 6-chloro-2-(hydroxymethyl)-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-(triisopropylsilyl)purine

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Technology Process of 6-chloro-2-(hydroxymethyl)-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-(triisopropylsilyl)purine

There total 6 articles about 6-chloro-2-(hydroxymethyl)-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-(triisopropylsilyl)purine 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: 92.0%

: 249757-38-8
6-chloro-2-formyl-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-(triisopropylsilyl)purine

: 249757-39-9
6-chloro-2-(hydroxymethyl)-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-(triisopropylsilyl)purine

Guidance literature:: With sodium tetrahydroborate; In methanol; at 20 ℃; for 0.333333h;
DOI:10.1021/jo9906577

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 249757-39-9
6-chloro-2-(hydroxymethyl)-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-(triisopropylsilyl)purine

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / HMPA; LHMDS / tetrahydrofuran / 0.08 h / -70 °C

2: 98 percent / LTMP / tetrahydrofuran / 0.08 h / -70 °C

3: 92 percent / NaBH₄ / methanol / 0.33 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; 2,2,6,6-tetramethylpiperidinyl-lithium; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; 1: Substitution / 2: Condensation / 3: Reduction;
DOI:10.1021/jo9906577

Reference yield:

: 76-83-5
trityl chloride

: 249757-39-9
6-chloro-2-(hydroxymethyl)-9-(2,3-O-isopropylidene-5-O-trityl-β-D-ribofuranosyl)-8-(triisopropylsilyl)purine

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / Et₃N / CH₂Cl₂ / 20 h / Heating

2: 99 percent / HMPA; LHMDS / tetrahydrofuran / 0.08 h / -70 °C

3: 98 percent / LTMP / tetrahydrofuran / 0.08 h / -70 °C

4: 92 percent / NaBH₄ / methanol / 0.33 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; 2,2,6,6-tetramethylpiperidinyl-lithium; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; 1: Substitution / 2: Substitution / 3: Condensation / 4: Reduction;
DOI:10.1021/jo9906577