(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

Base Information

• Chemical Name: (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
• CAS No.: 213487-41-3
• Molecular Formula: C₄₀H₅₄N₈O₁₂Si₂
• Molecular Weight: 895.086

Synonyms:(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

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (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

There total 3 articles about (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 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: 86.0%

2-(4-nitrophenyl)ethoxycarbonyl chloride (88091-68-3) + 2'-amino-2'-deoxy-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-adenosine (160056-49-5) → [(2R,3R,3aS,9aR)-2-(6-Amino-purin-9-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl]-carbamic acid 2-(4-nitro-phenyl)-ethyl ester + (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 (213487-41-3)

Guidance literature:

With dmap; 4 A molecular sieve; In dichloromethane; for 72h;

DOI:10.1002/hlca.19980810556

Reference yield:

2'?azido?2'?deoxy?3',5'?O?(1,1,3,3?tetraisopropyldisiloxane?1,3?diyl)adenosine (88121-26-0) → (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 (213487-41-3)

Guidance literature:

Multi-step reaction with 2 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

With dmap; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tri-n-butyl-tin hydride; In dichloromethane; toluene;

DOI:10.1002/hlca.19980810556

Reference yield:

9-[3′,5′-O-(1,1,3,3-tetraisopropyldisiloxyl)-2′-O-trifluormethylsulfonyl-β-D-arabinofuranosyl]adenine (88121-25-9) → (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 (213487-41-3)

Guidance literature:

Multi-step reaction with 3 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

With dmap; lithium azide; 2,2'-azobis(isobutyronitrile); 4 A molecular sieve; tri-n-butyl-tin hydride; In dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1002/hlca.19980810556

upstream raw materials:

2-(4-nitrophenyl)ethoxycarbonyl chloride

2'-amino-2'-deoxy-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-adenosine

2'?azido?2'?deoxy?3',5'?O?(1,1,3,3?tetraisopropyldisiloxane?1,3?diyl)adenosine

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

Downstream raw materials:

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

(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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