N⁹-{(2R,6S)-6-(hydroxymethyl)morpholin-2-yl}-N²-(phenoxyacetyl)guanine p-toluenesulfonate

Base Information

• Chemical Name: N⁹-{(2R,6S)-6-(hydroxymethyl)morpholin-2-yl}-N²-(phenoxyacetyl)guanine p-toluenesulfonate
• CAS No.: 1362664-34-3
• Molecular Formula: C₇H₈O₃S*C₁₈H₂₀N₆O₅
• Molecular Weight: 572.599

Synonyms:N⁹-{(2R,6S)-6-(hydroxymethyl)morpholin-2-yl}-N²-(phenoxyacetyl)guanine p-toluenesulfonate

Chemical Property of N⁹-{(2R,6S)-6-(hydroxymethyl)morpholin-2-yl}-N²-(phenoxyacetyl)guanine p-toluenesulfonate

Chemical Property:

Purity/Quality:

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Technology Process of N⁹-{(2R,6S)-6-(hydroxymethyl)morpholin-2-yl}-N²-(phenoxyacetyl)guanine p-toluenesulfonate

There total 2 articles about N⁹-{(2R,6S)-6-(hydroxymethyl)morpholin-2-yl}-N²-(phenoxyacetyl)guanine p-toluenesulfonate 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:

G (118-00-3) → N9-{(2R,6S)-6-(hydroxymethyl)morpholin-2-yl}-N2-(phenoxyacetyl)guanine p-toluenesulfonate (1362664-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: chloro-trimethyl-silane; pyridine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

1.2: 3 h / Cooling with ice

2.1: hydrogenchloride; sodium periodate / methanol; water / 3 h / 20 °C / Cooling with ice

2.2: 0.33 h / Cooling with ice

2.3: 4 °C

With pyridine; hydrogenchloride; sodium periodate; chloro-trimethyl-silane; In methanol; dichloromethane; water;

Reference yield:

Phenoxyacetyl chloride (701-99-5) → N9-{(2R,6S)-6-(hydroxymethyl)morpholin-2-yl}-N2-(phenoxyacetyl)guanine p-toluenesulfonate (1362664-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: chloro-trimethyl-silane; pyridine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

1.2: 3 h / Cooling with ice

2.1: hydrogenchloride; sodium periodate / methanol; water / 3 h / 20 °C / Cooling with ice

2.2: 0.33 h / Cooling with ice

2.3: 4 °C

With pyridine; hydrogenchloride; sodium periodate; chloro-trimethyl-silane; In methanol; dichloromethane; water;

Reference yield: 82.0%

N9-{(2R,6S)-6-(hydroxymethyl)morpholin-2-yl}-N2-(phenoxyacetyl)guanine p-toluenesulfonate (1362664-34-3) + trityl chloride (76-83-5) → N9-{(2R,6S)-6-hydroxymethyl-4-tritylmorpholin-2yl}-N2-(phenoxyacetyl)guanine (1362664-36-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1h; Cooling with ice;

upstream raw materials:

Phenoxyacetyl chloride

G

Downstream raw materials:

N⁹-[(2R,6S)-6-{(tert-butyldimethylsilyloxy)methyl}-4-tritylmorpholin-2-yl]-N²-(phenoxacetyl)guanine

N⁹-[(2R,6S)-6-{(tert-butyldimethylsilyloxy)methyl}-4-tritylmorpholin-2-yl]-N²-(phenoxyacetyl)-O⁶-(2,4,6-triisopropylbenzenesulfonyl)guanine

N⁹-[(2R,6S)-6-{(tert-butyldimethylsilyloxy)methyl}-4-tritylmorpholin-2-yl]-N²-(phenoxyacetyl)-O⁶-(2-cyanoethyl)guanine

N⁹-[(2R,6S)-6-hydroxymethyl-4-tritylmorpholin-2-yl]-N²-(phenoxyacetyl)-O⁶-(2-cyanoethyl)guanine

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