3-(3-Benzyloxy-propionyl)-3-(tert-butyl-dimethyl-silanyloxy)-1,4-bis-(4-methoxy-benzyl)-piperazine-2,5-dione

Base Information

• Chemical Name: 3-(3-Benzyloxy-propionyl)-3-(tert-butyl-dimethyl-silanyloxy)-1,4-bis-(4-methoxy-benzyl)-piperazine-2,5-dione
• CAS No.: 144581-92-0
• Molecular Formula: C₃₆H₄₆N₂O₇Si
• Molecular Weight: 646.856

Synonyms:3-(3-Benzyloxy-propionyl)-3-(tert-butyl-dimethyl-silanyloxy)-1,4-bis-(4-methoxy-benzyl)-piperazine-2,5-dione

Chemical Property of 3-(3-Benzyloxy-propionyl)-3-(tert-butyl-dimethyl-silanyloxy)-1,4-bis-(4-methoxy-benzyl)-piperazine-2,5-dione

Chemical Property:

Purity/Quality:

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Technology Process of 3-(3-Benzyloxy-propionyl)-3-(tert-butyl-dimethyl-silanyloxy)-1,4-bis-(4-methoxy-benzyl)-piperazine-2,5-dione

There total 10 articles about 3-(3-Benzyloxy-propionyl)-3-(tert-butyl-dimethyl-silanyloxy)-1,4-bis-(4-methoxy-benzyl)-piperazine-2,5-dione 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: 98.0%

t-butyldimethylsiyl triflate (69739-34-0) + 3-(3-Benzyloxy-propionyl)-3-hydroxy-1,4-bis-(4-methoxy-benzyl)-piperazine-2,5-dione (144581-91-9) → 3-(3-Benzyloxy-propionyl)-3-(tert-butyl-dimethyl-silanyloxy)-1,4-bis-(4-methoxy-benzyl)-piperazine-2,5-dione (144581-92-0)

Guidance literature:

With 2,6-dimethylpyridine;

DOI:10.1016/S0040-4039(00)79110-6

Reference yield:

3-benzyloxypropionyl chloride (4244-66-0) → 3-(3-Benzyloxy-propionyl)-3-(tert-butyl-dimethyl-silanyloxy)-1,4-bis-(4-methoxy-benzyl)-piperazine-2,5-dione (144581-92-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 88 percent / bis(trimethylsilyl)acetamide

2: 50 percent / O₃, Sudan₃

3: 96 percent / benzene / 40 °C

4: 98 percent / 2,6-lutidine

With 2,6-dimethylpyridine; ozone; bis-(trimethylsilyl)acetamide; Sudan III; In benzene;

DOI:10.1016/S0040-4039(00)79110-6

Reference yield:

N,N'-bis(p-methoxybenzyl)-α-aminoacetamide (117471-50-8) → 3-(3-Benzyloxy-propionyl)-3-(tert-butyl-dimethyl-silanyloxy)-1,4-bis-(4-methoxy-benzyl)-piperazine-2,5-dione (144581-92-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 99 percent / DCC

2: 98 percent

3: 100 percent / NaOH / H₂O

4: 88 percent / bis(trimethylsilyl)acetamide

5: 50 percent / O₃, Sudan₃

6: 96 percent / benzene / 40 °C

7: 98 percent / 2,6-lutidine

With 2,6-dimethylpyridine; sodium hydroxide; ozone; bis-(trimethylsilyl)acetamide; dicyclohexyl-carbodiimide; Sudan III; In water; benzene;

DOI:10.1016/S0040-4039(00)79110-6

upstream raw materials:

t-butyldimethylsiyl triflate

3-(3-Benzyloxy-propionyl)-3-hydroxy-1,4-bis-(4-methoxy-benzyl)-piperazine-2,5-dione

3-benzyloxypropionyl chloride

N,N'-bis(p-methoxybenzyl)-α-aminoacetamide

Downstream raw materials:

3-(3-benzyloxy-1-hydroxypropyl)-3-hydroxy-1,4-bis(p-methoxybenzyl)-2,5-piperazinedione

(R)-3-((S)-3-Benzyloxy-1-hydroxy-propyl)-3-(tert-butyl-dimethyl-silanyloxy)-1,4-bis-(4-methoxy-benzyl)-piperazine-2,5-dione

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