{9-((2R,3S,3aS,9aR)-3-Azido-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-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,3S,3aS,9aR)-3-Azido-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(4-nitro-phenyl)-ethyl ester
• CAS No.: 180997-84-6
• Molecular Formula: C₃₉H₅₂N₁₀O₁₁Si₂
• Molecular Weight: 893.073
• Mol file: 180997-84-6.mol

Synonyms:{9-((2R,3S,3aS,9aR)-3-Azido-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(4-nitro-phenyl)-ethyl ester

Chemical Property of {9-((2R,3S,3aS,9aR)-3-Azido-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-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,3S,3aS,9aR)-3-Azido-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(4-nitro-phenyl)-ethyl ester

There total 1 articles about {9-((2R,3S,3aS,9aR)-3-Azido-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-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: 92.0%

N2-<2-(4-nitrophenyl)ethoxycarbonyl>-O6-<2-(4-nitrophenyl)ethyl>-9-<3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-<(trifluoromethyl)sulfonyl>-β-D-ribofuranosyl>guanine (158604-48-9) → {9-((2R,3S,3aS,9aR)-3-Azido-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(4-nitro-phenyl)-ethyl ester (180997-84-6)

Guidance literature:

With lithium azide; In N,N-dimethyl-formamide; for 48h; Ambient temperature;

DOI:10.1002/hlca.19960790415

Reference yield:

{9-((2R,3S,3aS,9aR)-3-Azido-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(4-nitro-phenyl)-ethyl ester (180997-84-6) → (6-[2-(4-Nitro-phenyl)-ethoxy]-9-{(2R,3S,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-2-yl)-carbamic acid 2-(4-nitro-phenyl)-ethyl ester (180997-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) Ph₃P, 2.) H₂O / 1.) THF, 2 h, 2.) THF, 50 deg C, 24 h

2: 79 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 17 h / Ambient temperature

With dmap; water; triphenylphosphine; In dichloromethane;

DOI:10.1002/hlca.19960790415

Reference yield:

{9-((2R,3S,3aS,9aR)-3-Azido-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(4-nitro-phenyl)-ethyl ester (180997-84-6) → {9-{(2R,3S,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 (180997-95-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) Ph₃P, 2.) H₂O / 1.) THF, 2 h, 2.) THF, 50 deg C, 24 h

2: 79 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 17 h / Ambient temperature

3: 79 percent / NH₄F / methanol / 2 h / 60 °C

4: 90 percent / pyridine / 24 h / Ambient temperature

With dmap; ammonium fluoride; water; triphenylphosphine; In pyridine; methanol; dichloromethane;

DOI:10.1002/hlca.19960790415

upstream raw materials:

N²-<2-(4-nitrophenyl)ethoxycarbonyl>-O⁶-<2-(4-nitrophenyl)ethyl>-9-<3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-O-<(trifluoromethyl)sulfonyl>-β-D-ribofuranosyl>guanine

Downstream raw materials:

{9-((2R,3S,3aS,9aR)-3-Amino-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-carbamic acid 2-(4-nitro-phenyl)-ethyl ester

{9-{(2R,3S,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

(6-[2-(4-Nitro-phenyl)-ethoxy]-9-{(2R,3S,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-2-yl)-carbamic acid 2-(4-nitro-phenyl)-ethyl ester

{9-{(2R,3S,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