3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)uridine

Base Information

• Chemical Name: 3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)uridine
• CAS No.: 69304-38-7
• Molecular Formula: C21H38N2O7Si2
• Molecular Weight: 486.713
• DSSTox Substance ID: DTXSID30440591
• Nikkaji Number: J806.016I
• Wikidata: Q72507161
• ChEMBL ID: CHEMBL3799470
• Mol file: 69304-38-7.mol

Synonyms:69304-38-7;3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)uridine;1-((6aR,8R,9R,9aS)-9-hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)pyrimidine-2,4(1H,3H)-dione;1-[(6aR,8R,9R,9aS)-9-hydroxy-2,2,4,4-tetra(propan-2-yl)-6a,8,9,9a-tetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]pyrimidine-2,4-dione;3',5'-TIPS-uridine;SCHEMBL859968;CHEMBL3799470;DTXSID30440591;KKLQDUCRZCCKHG-VBSBHUPXSA-N;MFCD13194920;AS-54994;CS-0186745;W11952;3'-O,5'-O-[Oxybis(diisopropylsilanediyl)]uridine;A852145;1-((6aR,8R,9R,9aS)-9-hydroxy-2,2,4,4-tetraisopropyl-6a,8,9,9a-tetrahydro-6H-furo[3,2-f ][1,3,5,2,4]trioxadisilocin-8-yl)pyrimidine-2,4(1H,3H)-dione;1-((6ar,8r,9r,9as)-9-hydroxy-2,2,4,4-tetraisopropyl-6a,8,9,9a-tetrahydro-6h-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)pyrimidine-2,4(1h,3h)-dione;1-((6aR,8R,9R,9aS)-9-hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo [3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)pyrimidine-2,4(1H,3H)-dione;1-[(6aR,8R,9R,9aS)-9-hydroxy-2,2,4,4-tetrakis(propan-2-yl)-hexahydro-2H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione

Chemical Property of 3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)uridine

Chemical Property:

• PSA: 112.27000
• LogP: 3.16360
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 486.22175462
• Heavy Atom Count: 32
• Complexity: 742

Purity/Quality:

97% ^*data from raw suppliers

3?-5?-O-(1-1-3-3-Tetraisopropyl-1-3-disiloxanediyl)uridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)[Si]1(OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O[Si](O1)(C(C)C)C(C)C)C(C)C
• Isomeric SMILES: CC(C)[Si]1(OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=CC(=O)NC3=O)O)O[Si](O1)(C(C)C)C(C)C)C(C)C

Technology Process of 3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)uridine

There total 3 articles about 3',5'-O-(1,1,3,3-Tetraisopropyl-1,3-disiloxanediyl)uridine 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: 6.0%

4-O-<(2,4,6-triisopropylphenyl)sulfonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (119694-66-5) → 3',5'-O-[(1,1,3,3-tetraisopropyl)-1,3-disiloxanediyl]cytidine (69304-42-3) + 3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (69304-38-7)

Guidance literature:

With ammonium hydroxide; In 1,4-dioxane; for 4h; Ambient temperature;

DOI:10.1021/jo00271a015

Reference yield:

1,1,3,3-tetraisopropyldisiloxane (18043-71-5) → 3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (69304-38-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / Cl₂ / CCl₄ / 0.5 h

2: pyridine / Ambient temperature

With pyridine; chlorine; In tetrachloromethane;

DOI:10.1021/ja00350a052

Reference yield:

1,1,3,3-tetraisopropyldisiloxane (18043-71-5) + uridine (58-96-8) → 3',5'-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine (69304-38-7)

Guidance literature:

With tetrachloromethane; palladium dichloride; Yield given; Multistep reaction; 1.) neat, 60 deg C, 1-2 h, 2.) pyridine, -35 deg C to rt, overnight;

DOI:10.1016/S0040-4039(98)02564-7

upstream raw materials:

4-O-<(2,4,6-triisopropylphenyl)sulfonyl>-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

1,1,3,3-tetraisopropyldisiloxane

uridine

Downstream raw materials:

N³-benzyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine

3-benzoyl-1-[(6aR,8R,9R,9aS)-9-hydroxy-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl]pyrimidine-2,4(1H,3H)-dione

N³,O^2'-dibenzoyl-3',5'-O-TIPDS-uridine

N³-o-toluyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine