(S)-1-<2-(2-aminoethoxy)-3-(4,4'-dimethoxytrityloxy)propyl>thymine

Base Information

• Chemical Name: (S)-1-<2-(2-aminoethoxy)-3-(4,4'-dimethoxytrityloxy)propyl>thymine
• CAS No.: 168772-58-5
• Molecular Formula: C₃₁H₃₅N₃O₆
• Molecular Weight: 545.635
• Mol file: 168772-58-5.mol

Synonyms:(S)-1-<2-(2-aminoethoxy)-3-(4,4'-dimethoxytrityloxy)propyl>thymine

Chemical Property of (S)-1-<2-(2-aminoethoxy)-3-(4,4'-dimethoxytrityloxy)propyl>thymine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-<2-(2-aminoethoxy)-3-(4,4'-dimethoxytrityloxy)propyl>thymine

There total 5 articles about (S)-1-<2-(2-aminoethoxy)-3-(4,4'-dimethoxytrityloxy)propyl>thymine 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: 34.0%

2-chloroethanamine hydrochloride (870-24-6) + (S)-1-<3-(4,4'-dimethoxytrityloxy)-2-hydroxypropyl>thymine (168332-12-5) → (S)-1-<2-(2-aminoethoxy)-3-(4,4'-dimethoxytrityloxy)propyl>thymine (168772-58-5)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; benzene; at 70 ℃; for 8h;

DOI:10.1080/15257779508010713

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → (S)-1-<2-(2-aminoethoxy)-3-(4,4'-dimethoxytrityloxy)propyl>thymine (168772-58-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / DMAP / pyridine / 16 h / Ambient temperature

2: 34 percent / KOH / benzene; dioxane / 8 h / 70 °C

With dmap; potassium hydroxide; In 1,4-dioxane; pyridine; benzene;

DOI:10.1080/15257779508010713

Reference yield:

thymin (65-71-4,28806-14-6,691841-57-3) → (S)-1-<2-(2-aminoethoxy)-3-(4,4'-dimethoxytrityloxy)propyl>thymine (168772-58-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NaH / 1.) DMF, 100 deg C, 1 h, 2.) 100 deg C, 8 h

2: 67 percent / aq. AcOH / 0.5 h / Heating

3: 67 percent / DMAP / pyridine / 16 h / Ambient temperature

4: 34 percent / KOH / benzene; dioxane / 8 h / 70 °C

With dmap; potassium hydroxide; sodium hydride; acetic acid; In 1,4-dioxane; pyridine; benzene;

DOI:10.1080/15257779508010713

upstream raw materials:

2-chloroethanamine hydrochloride

(S)-1-<3-(4,4'-dimethoxytrityloxy)-2-hydroxypropyl>thymine

4,4'-dimethoxytrityl chloride

thymin

Downstream raw materials:

(2S,3S,5R)-3-Hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-carboxylic acid {2-[(S)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-1-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethyl)-ethoxy]-ethyl}-amide