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

Base Information

• Chemical Name: {9-{(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(4-nitro-phenyl)-ethyl ester
• CAS No.: 213487-39-9
• Molecular Formula: C₅₇H₅₃N₉O₁₆
• Molecular Weight: 1120.1

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about {9-{(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-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: 53.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + {9-{(2R,3R,4S,5R)-4-Hydroxy-5-hydroxymethyl-3-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(4-nitro-phenyl)-ethyl ester (213487-38-8) → {9-{(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(4-nitro-phenyl)-ethyl ester (213487-39-9)

Guidance literature:

With pyridine; 4 A molecular sieve;

DOI:10.1002/hlca.19980810556

Reference yield:

O6-2-(4-nitrophenyl)ethylguanine (213902-34-2) → {9-{(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(4-nitro-phenyl)-ethyl ester (213487-39-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) HMDS, BSA / 1.) CH₃CN, reflux, 1 h, 2.) CH₃CN, reflux, 15 h

2: NH₄F, silica gel / methanol / 0.03 h

3: 73 percent / pyridine

4: 70 percent / pyridine, molecular sieve / 0 deg C, 30 min; RT, 3 d

5: 78 percent / Bu₄NF*3H₂O / tetrahydrofuran; acetic acid / 72 h

6: 53 percent / pyridine, molecular sieve (4 Angstroem)

With pyridine; benzenesulfonamide; ammonium fluoride; molecular sieve; 4 A molecular sieve; tetrabutyl ammonium fluoride; silica gel; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; methanol; acetic acid;

DOI:10.1002/hlca.19980810556

Reference yield:

Carbonic acid (2R,3R,4R,5R)-2-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yl ester 2-(4-nitro-phenyl)-ethyl ester → {9-{(2R,3R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-[2-(4-nitro-phenyl)-ethoxycarbonylamino]-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(4-nitro-phenyl)-ethyl ester (213487-39-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) HMDS, BSA / 1.) CH₃CN, reflux, 1 h, 2.) CH₃CN, reflux, 15 h

2: NH₄F, silica gel / methanol / 0.03 h

3: 73 percent / pyridine

4: 70 percent / pyridine, molecular sieve / 0 deg C, 30 min; RT, 3 d

5: 78 percent / Bu₄NF*3H₂O / tetrahydrofuran; acetic acid / 72 h

6: 53 percent / pyridine, molecular sieve (4 Angstroem)

With pyridine; benzenesulfonamide; ammonium fluoride; molecular sieve; 4 A molecular sieve; tetrabutyl ammonium fluoride; silica gel; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; methanol; acetic acid;

DOI:10.1002/hlca.19980810556

upstream raw materials:

4,4'-dimethoxytrityl chloride

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

O⁶-2-(4-nitrophenyl)ethylguanine

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

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