(1S,3R,5R,6R,8R)-3-Acetoxymethyl-5-[2-cyanoethoxy(diisopropylamino)phosphinoxy]-6-(4,4'-dimethoxytrityloxomethyl)-8-(thymin-1-yl)-2,7-dioxabicyclo[3.3.0]octane

Base Information

Chemical Name:(1S,3R,5R,6R,8R)-3-Acetoxymethyl-5-[2-cyanoethoxy(diisopropylamino)phosphinoxy]-6-(4,4'-dimethoxytrityloxomethyl)-8-(thymin-1-yl)-2,7-dioxabicyclo[3.3.0]octane
CAS No.:250222-73-2
Molecular Formula:C₄₅H₅₅N₄O₁₁P
Molecular Weight:858.926
Hs Code.:

(1S,3R,5R,6R,8R)-3-Acetoxymethyl-5-[2-cyanoethoxy(diisopropylamino)phosphinoxy]-6-(4,4'-dimethoxytrityloxomethyl)-8-(thymin-1-yl)-2,7-dioxabicyclo[3.3.0]octane

Synonyms:(1S,3R,5R,6R,8R)-3-Acetoxymethyl-5-[2-cyanoethoxy(diisopropylamino)phosphinoxy]-6-(4,4'-dimethoxytrityloxomethyl)-8-(thymin-1-yl)-2,7-dioxabicyclo[3.3.0]octane

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Chemical Property of (1S,3R,5R,6R,8R)-3-Acetoxymethyl-5-[2-cyanoethoxy(diisopropylamino)phosphinoxy]-6-(4,4'-dimethoxytrityloxomethyl)-8-(thymin-1-yl)-2,7-dioxabicyclo[3.3.0]octane

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Technology Process of (1S,3R,5R,6R,8R)-3-Acetoxymethyl-5-[2-cyanoethoxy(diisopropylamino)phosphinoxy]-6-(4,4'-dimethoxytrityloxomethyl)-8-(thymin-1-yl)-2,7-dioxabicyclo[3.3.0]octane

There total 12 articles about (1S,3R,5R,6R,8R)-3-Acetoxymethyl-5-[2-cyanoethoxy(diisopropylamino)phosphinoxy]-6-(4,4'-dimethoxytrityloxomethyl)-8-(thymin-1-yl)-2,7-dioxabicyclo[3.3.0]octane 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: 64.0%

: 124482-92-4,89992-70-1
2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

: 250222-71-0
(1S,3R,5R,6R,8R)-3-Acetoxymethyl-6-(4,4'-dimethoxytrityloxomethyl)-5-hydroxy-8-(thymin-1-yl)-2,7-dioxabicyclo[3.3.0]octane

: 250222-73-2
(1S,3R,5R,6R,8R)-3-Acetoxymethyl-5-[2-cyanoethoxy(diisopropylamino)phosphinoxy]-6-(4,4'-dimethoxytrityloxomethyl)-8-(thymin-1-yl)-2,7-dioxabicyclo[3.3.0]octane

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

: 191163-58-3
1-(3-C-Allyl-3,5-di-O-benzyl-2-O-methylsulfonyl-β-D-ribofuranosyl)thymine

: 250222-73-2
(1S,3R,5R,6R,8R)-3-Acetoxymethyl-5-[2-cyanoethoxy(diisopropylamino)phosphinoxy]-6-(4,4'-dimethoxytrityloxomethyl)-8-(thymin-1-yl)-2,7-dioxabicyclo[3.3.0]octane

Guidance literature:: Multi-step reaction with 9 steps

1: 90 percent / NMO; OsO₄; H₂O / tetrahydrofuran; 2-methyl-propan-2-ol / 7 h / 20 °C

2: 98 percent / NaOH; H₂O / ethanol / 15 h / Heating

3: 53 percent / pyridine / 12 h / 20 °C

4: pyridine / 72 h / 20 °C

5: K₂CO₃; 18-crown-6 / dimethylformamide / 24 h / 70 °C

6: 96 percent / pyridine / 15 h / 20 °C

7: 94 percent / H₂ / 20 percent Pd(OH)2/C / ethanol / 96 h

8: 92 percent / pyridine / 15 h

9: 64 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 18 h / 20 °C

With pyridine; sodium hydroxide; osmium(VIII) oxide; N-methyl-2-indolinone; 18-crown-6 ether; water; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Oxidation / 2: Hydrolysis / 3: Etherification / 4: Tosylation / 5: Cyclization / 6: Acetylation / 7: Hydrogenolysis / 8: Etherification / 9: Substitution;

Reference yield:

: 199931-09-4
1-(3-C-Allyl-3,5-di-O-benzyl-β-D-arabinofuranosyl)thymine

: 250222-73-2
(1S,3R,5R,6R,8R)-3-Acetoxymethyl-5-[2-cyanoethoxy(diisopropylamino)phosphinoxy]-6-(4,4'-dimethoxytrityloxomethyl)-8-(thymin-1-yl)-2,7-dioxabicyclo[3.3.0]octane

Guidance literature:: Multi-step reaction with 8 steps

1: 88 percent / NMO; OsO₄; H₂O / tetrahydrofuran; 2-methyl-propan-2-ol / 15 h / 20 °C

2: 53 percent / pyridine / 12 h / 20 °C

3: pyridine / 72 h / 20 °C

4: K₂CO₃; 18-crown-6 / dimethylformamide / 24 h / 70 °C

5: 96 percent / pyridine / 15 h / 20 °C

6: 94 percent / H₂ / 20 percent Pd(OH)2/C / ethanol / 96 h

7: 92 percent / pyridine / 15 h

8: 64 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 18 h / 20 °C

With pyridine; osmium(VIII) oxide; N-methyl-2-indolinone; 18-crown-6 ether; water; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Oxidation / 2: Etherification / 3: Tosylation / 4: Cyclization / 5: Acetylation / 6: Hydrogenolysis / 7: Etherification / 8: Substitution;