1-N-(4,4'-dimethoxytrithyl)-D(+)-biotin methyl ester

Base Information

• Chemical Name: 1-N-(4,4'-dimethoxytrithyl)-D(+)-biotin methyl ester
• CAS No.: 122224-36-6
• Molecular Formula: C₃₂H₃₆N₂O₅S
• Molecular Weight: 560.714
• Mol file: 122224-36-6.mol

Synonyms:1-N-(4,4'-dimethoxytrithyl)-D(+)-biotin methyl ester

Chemical Property of 1-N-(4,4'-dimethoxytrithyl)-D(+)-biotin methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-N-(4,4'-dimethoxytrithyl)-D(+)-biotin methyl ester

There total 2 articles about 1-N-(4,4'-dimethoxytrithyl)-D(+)-biotin methyl 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: 81.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + biotin methyl ester (608-16-2) → 1-N-(4,4'-dimethoxytrithyl)-D(+)-biotin methyl ester (122224-36-6)

Guidance literature:

With pyridine; dmap; triethylamine; at 75 ℃; for 4h;

DOI:10.1021/jo201615j

Reference yield:

biotin (58-85-5,22879-79-4) → 1-N-(4,4'-dimethoxytrithyl)-D(+)-biotin methyl ester (122224-36-6)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂

2: pyridine; Et₃N

With pyridine; thionyl chloride; triethylamine;

DOI:10.1021/ol052484f

Reference yield: 85.0%

1-N-(4,4'-dimethoxytrithyl)-D(+)-biotin methyl ester (122224-36-6) + propargyl bromide (106-96-7) → C35H38N2O5S (1340498-75-0)

Guidance literature:

1-N-(4,4'-dimethoxytrithyl)-D(+)-biotin methyl ester; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 0.25h; Inert atmosphere; Cooling with ice;

propargyl bromide; With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; toluene; mineral oil; at 20 ℃; for 3h; regioselective reaction; Cooling with ice; Inert atmosphere;

DOI:10.1021/jo201615j

upstream raw materials:

4,4'-dimethoxytrityl chloride

biotin methyl ester

biotin

Downstream raw materials:

1-N-(4,4'-dimethoxytrityl)-D(+)-biotinol

N¹-4,4'-dimethoxytrityl-(+)-biotin

6-(1-N-(4,4'-dimethoxytrityl)-D-(+)-biotinoyl)aminohexanoic acid

methyl 6-(1-N-(4,4'-dimethoxytrityl)-D-(+)-biotinoyl)aminohexanoate