2-Acetylamino-2,4-bis-ethoxycarbonyl-4-(toluene-4-sulfonyloxymethyl)-pentanedioic acid diethyl ester

Base Information

• Chemical Name: 2-Acetylamino-2,4-bis-ethoxycarbonyl-4-(toluene-4-sulfonyloxymethyl)-pentanedioic acid diethyl ester
• CAS No.: 135999-86-9
• Molecular Formula: C₂₅H₃₅NO₁₂S
• Molecular Weight: 573.618
• Mol file: 135999-86-9.mol

Synonyms:2-Acetylamino-2,4-bis-ethoxycarbonyl-4-(toluene-4-sulfonyloxymethyl)-pentanedioic acid diethyl ester

Chemical Property of 2-Acetylamino-2,4-bis-ethoxycarbonyl-4-(toluene-4-sulfonyloxymethyl)-pentanedioic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Acetylamino-2,4-bis-ethoxycarbonyl-4-(toluene-4-sulfonyloxymethyl)-pentanedioic acid diethyl ester

There total 1 articles about 2-Acetylamino-2,4-bis-ethoxycarbonyl-4-(toluene-4-sulfonyloxymethyl)-pentanedioic acid diethyl 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: 90.0%

tetraethyl 1-acetamido-4-hydroxybutane-1,1,3,3-tetracarboxylate (135999-85-8) + p-toluenesulfonyl chloride (98-59-9) → 2-Acetylamino-2,4-bis-ethoxycarbonyl-4-(toluene-4-sulfonyloxymethyl)-pentanedioic acid diethyl ester (135999-86-9)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 48h;

DOI:10.1016/0040-4039(91)80684-X

Reference yield:

2-Acetylamino-2,4-bis-ethoxycarbonyl-4-(toluene-4-sulfonyloxymethyl)-pentanedioic acid diethyl ester (135999-86-9) → trans-pyrrolidine-2,4-dicarboxylic acid (64769-66-0,64927-38-4,99319-03-6,130830-77-2,130830-78-3,136033-11-9,136033-12-0,159000-54-1,188345-76-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOEt / ethanol / 8 h / 100 °C

2: 1) 12 N HCl, 2) Dowex 1X₄ / 1) 100 deg C, 16 h, 2) AcOH

With hydrogenchloride; Dowex 1X₄; sodium ethanolate; In ethanol;

DOI:10.1016/0040-4039(91)80684-X

Reference yield:

2-Acetylamino-2,4-bis-ethoxycarbonyl-4-(toluene-4-sulfonyloxymethyl)-pentanedioic acid diethyl ester (135999-86-9) → cis-pyrrolidine-2,4-dicarboxylic acid (64769-66-0,64927-38-4,99319-03-6,130830-77-2,130830-78-3,136033-11-9,136033-12-0,159000-54-1,188345-76-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOEt / ethanol / 8 h / 100 °C

2: 1) 12 N HCl, 2) Dowex 1X₄ / 1) 100 deg C, 16 h, 2) AcOH

With hydrogenchloride; Dowex 1X₄; sodium ethanolate; In ethanol;

DOI:10.1016/0040-4039(91)80684-X

upstream raw materials:

tetraethyl 1-acetamido-4-hydroxybutane-1,1,3,3-tetracarboxylate

p-toluenesulfonyl chloride

Downstream raw materials:

(+/-)-4-methylene glutamic acid

trans-pyrrolidine-2,4-dicarboxylic acid

cis-pyrrolidine-2,4-dicarboxylic acid