5′-O-(dimethoxytrityl)-2′-O-(tert-butyldimethylsilyl)-N2-phenoxyacetylguanosine

Base Information

• Chemical Name: 5′-O-(dimethoxytrityl)-2′-O-(tert-butyldimethylsilyl)-N2-phenoxyacetylguanosine
• CAS No.: 121058-84-2
• Molecular Formula: C₄₅H₅₁N₅O₉Si
• Molecular Weight: 834.014

Synonyms:5′-O-(dimethoxytrityl)-2′-O-(tert-butyldimethylsilyl)-N2-phenoxyacetylguanosine

Chemical Property of 5′-O-(dimethoxytrityl)-2′-O-(tert-butyldimethylsilyl)-N2-phenoxyacetylguanosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 5′-O-(dimethoxytrityl)-2′-O-(tert-butyldimethylsilyl)-N2-phenoxyacetylguanosine

There total 11 articles about 5′-O-(dimethoxytrityl)-2′-O-(tert-butyldimethylsilyl)-N2-phenoxyacetylguanosine 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:

N2-(phenoxyacetyl)guanosine (119824-66-7) → 5′-O-(dimethoxytrityl)-2′-O-(tert-butyldimethylsilyl)-N2-phenoxyacetylguanosine (121058-84-2)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 1 h

2: 1) pyridine, 2) aq. potassium phosphate / 1) 2 h

3: phenyl-H-phosphate, DBU / pyridine / 48 h

4: glycerol, pyridine, 1-adamantanecarbonyl chloride / 0.17 h

With pyridine; potassium phosphate; phosphoric acid monophenyl ester; 1-Adamantanecarbonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; glycerol; In pyridine;

DOI:10.1016/S0040-4039(99)00733-9

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 5′-O-(dimethoxytrityl)-2′-O-(tert-butyldimethylsilyl)-N2-phenoxyacetylguanosine (121058-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1: phenyl-H-phosphate, DBU / pyridine / 48 h

2: glycerol, pyridine, 1-adamantanecarbonyl chloride / 0.17 h

With pyridine; phosphoric acid monophenyl ester; 1-Adamantanecarbonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; glycerol; In pyridine;

DOI:10.1016/S0040-4039(99)00733-9

Reference yield:

Phenoxyacetyl chloride (701-99-5) → 5′-O-(dimethoxytrityl)-2′-O-(tert-butyldimethylsilyl)-N2-phenoxyacetylguanosine (121058-84-2)

Guidance literature:

Multi-step reaction with 6 steps

1: N-methylmorpholine / CH₂Cl₂; acetonitrile / 0.17 h

2: 1) TMSCl / 1) pyridine, 1 h, 2) pyridine, CH₂Cl₂, 36 h

3: pyridine / 1 h

4: 1) pyridine, 2) aq. potassium phosphate / 1) 2 h

5: phenyl-H-phosphate, DBU / pyridine / 48 h

6: glycerol, pyridine, 1-adamantanecarbonyl chloride / 0.17 h

With 4-methyl-morpholine; pyridine; potassium phosphate; chloro-trimethyl-silane; phosphoric acid monophenyl ester; 1-Adamantanecarbonyl chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; glycerol; In pyridine; dichloromethane; acetonitrile;

DOI:10.1016/S0040-4039(99)00733-9

upstream raw materials:

5'-O-[bis(4-methoxyphenyl)phenylmethyl]-N₂-phenoxyacetylguanosine

tert-butyldimethylsilyl chloride

N²-(phenoxyacetyl)guanosine

Phenoxyacetyl chloride

Downstream raw materials:

Diisopropyl-phosphoramidous acid (2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(tert-butyl-dimethyl-silanyloxy)-5-[6-oxo-2-(2-phenoxy-acetylamino)-1,6-dihydro-purin-9-yl]-tetrahydro-furan-3-yl ester 2-cyano-ethyl ester

N²-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-t-butyldimethylsilyl-6-(2-cyanoethyl)selenoguanosine 3′-(2-cyanoethyl)-N,N-diisopropyl phosphoramidite

N²-phenoxyacetyl-5′-O-(4,4′-dimethoxytrityl)-2′-O-t-butyldimethylsilyl-6-(2-cyanoethyl)selenoguanosine

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