2-(Hydroxymethyl)-1,4-piperazinedicarboxylic acid 1,4-bis(tert-butyl) ester

Base Information

• Chemical Name: 2-(Hydroxymethyl)-1,4-piperazinedicarboxylic acid 1,4-bis(tert-butyl) ester
• CAS No.: 143540-05-0
• Molecular Formula: C₁₅H₂₈N₂O₅
• Molecular Weight: 316.398
• Hs Code.: 2933599090
• Mol file: 143540-05-0.mol

Synonyms:2-hydroxymethylpiperazine-1,4-dicarboxylic acid di-tert-butyl ester;

Chemical Property of 2-(Hydroxymethyl)-1,4-piperazinedicarboxylic acid 1,4-bis(tert-butyl) ester

Chemical Property:

• Boiling Point: 406.9±20.0 °C(Predicted)
• PKA: 14.97±0.10(Predicted)
• PSA: 79.31000
• Density: 1.123
• LogP: 1.71090
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

Di-tert-butyl2-(Hydroxymethyl)Piperazine-1,4-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Di-tert-butyl 2-(Hydroxymethyl) Piperazine-1,4-dicarboxylate is a useful compound for the preparation of the LSD1 inhibitor.

Technology Process of 2-(Hydroxymethyl)-1,4-piperazinedicarboxylic acid 1,4-bis(tert-butyl) ester

There total 6 articles about 2-(Hydroxymethyl)-1,4-piperazinedicarboxylic acid 1,4-bis(tert-butyl) 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: 98.0%

N,N'-di-tert-butyloxycarbonylpiperazine-2-carboxylic acid (181955-79-3) → 2-hydroxymethylpiperazine-1,4-dicarboxylic acid di-tert-butyl ester (143540-05-0)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 40 ℃; for 2h; Inert atmosphere;

Reference yield: 81.8%

isobutyl chloroformate (543-27-1) + N,N'-di-tert-butyloxycarbonylpiperazine-2-carboxylic acid (181955-79-3) → 2-hydroxymethylpiperazine-1,4-dicarboxylic acid di-tert-butyl ester (143540-05-0)

Guidance literature:

isobutyl chloroformate; N,N'-di-tert-butyloxycarbonylpiperazine-2-carboxylic acid; With triethylamine; In tetrahydrofuran; at -10 ℃; for 1h;

With sodium tetrahydroborate; In tetrahydrofuran; water; at -10 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; water; ethyl acetate;

Reference yield:

O1,O4-di-tert-butyl O2-methyl piperazine-1,2,4-tricarboxylate (171504-98-6) → 2-hydroxymethylpiperazine-1,4-dicarboxylic acid di-tert-butyl ester (143540-05-0)

Guidance literature:

With sodium tetrahydroborate; ethanol; calcium chloride; at 0 - 20 ℃; for 1.5h;

upstream raw materials:

2-hydroxymethylpiperazine

di-tert-butyl dicarbonate

N,N'-di-tert-butyloxycarbonylpiperazine-2-carboxylic acid

isobutyl chloroformate

Downstream raw materials:

tert-butyl 3-(hydroxymethyl)piperazine-1-carboxylate

3-benzyl-piperazine-1-carboxylic acid tert-butyl ester

1-(benzyloxycarbonyl)-2-hydroxymethyl-4-(tert-butyloxycarbonyl)-piperazine

1-benzyloxycarbonyl-4-(tert-butyloxycarbonyl)piperazine-2-carboxaldehyde

Refernces

• 1、 -. "COMPOUNDS, THEIR PHARMACEUTICAL COMPOSITIONS AND THEIR USES AS IDH1 MUTANTS INHIBITORS FOR TREATING CANCERS". . . Retrieved 2013/02/28.
• 2、 Clark, Roger B.,Elbaum, Daniel. "An orthogonal protection strategy for the synthesis of 2-substituted piperazines". . p. 3057 - 3065. Retrieved 2007/10/03.