{9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethyl ester

Base Information

• Chemical Name: {9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethyl ester
• CAS No.: 187674-26-6
• Molecular Formula: C₃₃H₃₅N₇O₁₀S
• Molecular Weight: 721.748
• Mol file: 187674-26-6.mol

Synonyms:

Chemical Property of {9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethyl ester

There total 1 articles about {9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(5-dimethylamino-naphthalene-1-sulfonyl)-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:

2-dansylethyl chloroformate hydrochloride + 6-[2-(4-Nitro-phenyl)-ethoxy]-9-((2R,4S,5R)-4-trimethylsilanyloxy-5-trimethylsilanyloxymethyl-tetrahydro-furan-2-yl)-9H-purin-2-ylamine → {9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethyl ester (187674-26-6)

Guidance literature:

With silica gel; Yield given. Multistep reaction; 1.) pyridine, room temp., overnight; 2.) pyridine, room temp.;

DOI:10.1002/hlca.19970800118

Reference yield: 92.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + {9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethyl ester (187674-26-6) → {9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethyl ester (187674-28-8)

Guidance literature:

With pyridine; for 2.5h; Ambient temperature;

DOI:10.1002/hlca.19970800118

Reference yield:

{9-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethyl ester (187674-26-6) → Succinic acid mono-((2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-{2-[2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethoxycarbonylamino]-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-tetrahydro-furan-3-yl) ester

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / pyridine / 2.5 h / Ambient temperature

2: 97 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / Ambient temperature

With pyridine; dmap; In dichloromethane;

DOI:10.1002/hlca.19970800118

Downstream raw materials:

{9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(5-dimethylamino-naphthalene-1-sulfonyl)-ethyl ester