(3-{(2R,4S,5R)-4-(Allyloxy-diisopropylamino-phosphanyloxy)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-3H-purin-6-yl)-carbamic acid allyl ester

Base Information

Chemical Name:(3-{(2R,4S,5R)-4-(Allyloxy-diisopropylamino-phosphanyloxy)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-3H-purin-6-yl)-carbamic acid allyl ester
CAS No.:181262-51-1
Molecular Formula:C₄₄H₅₃N₆O₈P
Molecular Weight:824.914
Hs Code.:

(3-{(2R,4S,5R)-4-(Allyloxy-diisopropylamino-phosphanyloxy)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-3H-purin-6-yl)-carbamic acid allyl ester

Synonyms:(3-{(2R,4S,5R)-4-(Allyloxy-diisopropylamino-phosphanyloxy)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-3H-purin-6-yl)-carbamic acid allyl ester

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Chemical Property of (3-{(2R,4S,5R)-4-(Allyloxy-diisopropylamino-phosphanyloxy)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-3H-purin-6-yl)-carbamic acid allyl ester

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Technology Process of (3-{(2R,4S,5R)-4-(Allyloxy-diisopropylamino-phosphanyloxy)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-3H-purin-6-yl)-carbamic acid allyl ester

There total 10 articles about (3-{(2R,4S,5R)-4-(Allyloxy-diisopropylamino-phosphanyloxy)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-3H-purin-6-yl)-carbamic acid allyl ester 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: 69.0%

: 108554-72-9
(allyloxy)bis(diisopropylamino)phosphine

: 181262-48-6
(3-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-3H-purin-6-yl)-carbamic acid allyl ester

: 181262-51-1
(3-{(2R,4S,5R)-4-(Allyloxy-diisopropylamino-phosphanyloxy)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-3H-purin-6-yl)-carbamic acid allyl ester

Guidance literature:: With 1H-tetrazole; diisopropylamine; In acetonitrile; at 25 ℃; for 2h;
DOI:10.1080/07328319608002437

Reference yield:

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 181262-51-1
(3-{(2R,4S,5R)-4-(Allyloxy-diisopropylamino-phosphanyloxy)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-3H-purin-6-yl)-carbamic acid allyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 45 percent / DMAP / pyridine / 0.5 h / 25 °C

2: 81 percent / DMAP, Et₃N / CH₂Cl₂; dimethylformamide / 12 h / 25 °C

3: 71 percent / tetrahydrofuran / 0.5 h / 25 °C

4: 79 percent / Bu₄NF, SiO₂ / tetrahydrofuran / 24 h / 25 °C

5: 69 percent / diisopropylamine, tetrazole / acetonitrile / 2 h / 25 °C

With 1H-tetrazole; dmap; tetrabutyl ammonium fluoride; silica gel; triethylamine; diisopropylamine; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1080/07328319608002437

Reference yield:

: 2273-78-1
3-[beta-D-Ribofuranosyl]-adenine

: 181262-51-1
(3-{(2R,4S,5R)-4-(Allyloxy-diisopropylamino-phosphanyloxy)-5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-tetrahydro-furan-2-yl}-3H-purin-6-yl)-carbamic acid allyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 96 percent / pyridine / 6 h / 25 °C

2: 79 percent / tetrahydrofuran / 6 h / 25 °C

3: 76 percent / Bu₄SnCl, AIBN / toluene / 6 h / 75 °C

4: 91 percent / Bu₄NF / tetrahydrofuran / 4 h / 25 °C

5: 45 percent / DMAP / pyridine / 0.5 h / 25 °C

6: 81 percent / DMAP, Et₃N / CH₂Cl₂; dimethylformamide / 12 h / 25 °C

7: 71 percent / tetrahydrofuran / 0.5 h / 25 °C

8: 79 percent / Bu₄NF, SiO₂ / tetrahydrofuran / 24 h / 25 °C

9: 69 percent / diisopropylamine, tetrazole / acetonitrile / 2 h / 25 °C

With 1H-tetrazole; dmap; 2,2'-azobis(isobutyronitrile); Bu₄SnCl; tetrabutyl ammonium fluoride; silica gel; triethylamine; diisopropylamine; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1080/07328319608002437