Benzenemethanamine,alpha-methyl-4-(1-methylethyl)-,(alphaS)-(9CI)

Base Information

• Chemical Name: Benzenemethanamine,alpha-methyl-4-(1-methylethyl)-,(alphaS)-(9CI)
• CAS No.: 100898-62-2
• Molecular Formula: C34H37 N3 O7
• Molecular Weight: 599.684
• DSSTox Substance ID: DTXSID50447502
• Mol file: 100898-62-2.mol

Synonyms:CTK8F6945;DTXSID50447502;Benzenemethanamine,alpha-methyl-4-(1-methylethyl)-,(alphaS)-(9CI)

Chemical Property of Benzenemethanamine,alpha-methyl-4-(1-methylethyl)-,(alphaS)-(9CI)

Chemical Property:

• PKA: 10.03±0.20(Predicted)
• PSA: 121.14000
• Density: 1.25±0.1 g/cm3(Predicted)
• LogP: 4.58510
• Storage Temp.: Store at 2-8°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 12
• Exact Mass: 599.26315053
• Heavy Atom Count: 44
• Complexity: 988

Purity/Quality:

98%, ^*data from raw suppliers

DMT-ibu-dC 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(=O)NC1=NC(=O)N(C=C1)C2CC(C(O2)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC)O
• Isomeric SMILES: CCCC(=O)NC1=NC(=O)N(C=C1)[C@H]2C[C@@H]([C@H](O2)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC)O

Technology Process of Benzenemethanamine,alpha-methyl-4-(1-methylethyl)-,(alphaS)-(9CI)

There total 4 articles about Benzenemethanamine,alpha-methyl-4-(1-methylethyl)-,(alphaS)-(9CI) 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: 60.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + N4-isobutyryll-2'-deoxycytidine (110522-75-3) → N-(1-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)isobutyramide (100898-62-2)

Guidance literature:

DOI:10.1016/S0040-4039(00)88541-X

Reference yield:

2'-Deoxycytidine (951-77-9) → N-(1-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)isobutyramide (100898-62-2)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine

2: triethylamine, water, pyridine

With pyridine; water; triethylamine;

DOI:10.1016/S0040-4039(00)95646-6

Reference yield:

Isobutyric acid (2R,3S,5R)-5-(4-isobutyrylamino-2-oxo-2H-pyrimidin-1-yl)-2-isobutyryloxymethyl-tetrahydro-furan-3-yl ester (110522-80-0) → N-(1-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)isobutyramide (100898-62-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine, water, pyridine

With pyridine; water; triethylamine;

DOI:10.1016/S0040-4039(00)95646-6

upstream raw materials:

4,4'-dimethoxytrityl chloride

N⁴-isobutyryll-2'-deoxycytidine

Isobutyric acid (2R,3S,5R)-5-(4-isobutyrylamino-2-oxo-2H-pyrimidin-1-yl)-2-isobutyryloxymethyl-tetrahydro-furan-3-yl ester

2'-Deoxycytidine

Downstream raw materials:

5'-O-(4,4'-Dimethoxytrityl)-N⁴-isobutyryl-2'-deoxycytidine-3'-(N,N-diisopropyl)methylphosphonamidite

Refernces

• 1、 Schulhof, J. C.,Molko, D.,Teoule, R.. "FACILE REMOVAL OF NEW BASE PROTECTING GROUPS USEFUL IN OLIGONUCLEOTIDE SYNTHESIS". . p. 51 - 54. Retrieved 2007/10/02.