(9-{(2R,3R,4S,5R)-4-Hydroxy-5-hydroxymethyl-3-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-tetrahydro-furan-2-yl}-9H-purin-6-yl)-carbamic acid 2-(4-nitro-phenyl)-ethyl ester

Base Information

Chemical Name:(9-{(2R,3R,4S,5R)-4-Hydroxy-5-hydroxymethyl-3-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-tetrahydro-furan-2-yl}-9H-purin-6-yl)-carbamic acid 2-(4-nitro-phenyl)-ethyl ester
CAS No.:213487-43-5
Molecular Formula:C₂₈H₂₈N₈O₁₁
Molecular Weight:652.577
Hs Code.:

(9-{(2R,3R,4S,5R)-4-Hydroxy-5-hydroxymethyl-3-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-tetrahydro-furan-2-yl}-9H-purin-6-yl)-carbamic acid 2-(4-nitro-phenyl)-ethyl ester

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Chemical Property of (9-{(2R,3R,4S,5R)-4-Hydroxy-5-hydroxymethyl-3-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-tetrahydro-furan-2-yl}-9H-purin-6-yl)-carbamic acid 2-(4-nitro-phenyl)-ethyl ester

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Technology Process of (9-{(2R,3R,4S,5R)-4-Hydroxy-5-hydroxymethyl-3-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-tetrahydro-furan-2-yl}-9H-purin-6-yl)-carbamic acid 2-(4-nitro-phenyl)-ethyl ester

There total 4 articles about (9-{(2R,3R,4S,5R)-4-Hydroxy-5-hydroxymethyl-3-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-tetrahydro-furan-2-yl}-9H-purin-6-yl)-carbamic acid 2-(4-nitro-phenyl)-ethyl 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:

: 88121-26-0
2'?azido?2'?deoxy?3',5'?O?(1,1,3,3?tetraisopropyldisiloxane?1,3?diyl)adenosine

: 213487-43-5
(9-{(2R,3R,4S,5R)-4-Hydroxy-5-hydroxymethyl-3-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-tetrahydro-furan-2-yl}-9H-purin-6-yl)-carbamic acid 2-(4-nitro-phenyl)-ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / Bu₃SnH, AIBN / toluene / 1.5 h / Heating; via Staudinger reduction, too

2: 86 percent / 4 Angstroem molecular sieve, DMAP / CH₂Cl₂ / 72 h

3: Bu₄NF*3H₂O / acetic acid; tetrahydrofuran / 16 h / Ambient temperature

With dmap; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; In tetrahydrofuran; dichloromethane; acetic acid; toluene;
DOI:10.1002/hlca.19980810556

Reference yield:

: 88121-25-9
9-[3′,5′-O-(1,1,3,3-tetraisopropyldisiloxyl)-2′-O-trifluormethylsulfonyl-β-D-arabinofuranosyl]adenine

: 213487-43-5
(9-{(2R,3R,4S,5R)-4-Hydroxy-5-hydroxymethyl-3-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-tetrahydro-furan-2-yl}-9H-purin-6-yl)-carbamic acid 2-(4-nitro-phenyl)-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / LiN₃ / dimethylformamide / 2 h / Ambient temperature

2: 82 percent / Bu₃SnH, AIBN / toluene / 1.5 h / Heating; via Staudinger reduction, too

3: 86 percent / 4 Angstroem molecular sieve, DMAP / CH₂Cl₂ / 72 h

4: Bu₄NF*3H₂O / acetic acid; tetrahydrofuran / 16 h / Ambient temperature

With dmap; lithium azide; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; In tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1002/hlca.19980810556

Reference yield:

: 213487-41-3
(9-{(2R,3R,3aS,9aR)-5,5,7,7-Tetraisopropyl-3-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl}-9H-purin-6-yl)-carbamic acid 2-(4-nitro-phenyl)-ethyl ester

: 213487-43-5
(9-{(2R,3R,4S,5R)-4-Hydroxy-5-hydroxymethyl-3-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-tetrahydro-furan-2-yl}-9H-purin-6-yl)-carbamic acid 2-(4-nitro-phenyl)-ethyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; acetic acid; for 16h; Yield given; Ambient temperature;
DOI:10.1002/hlca.19980810556