Z-D-GLU(OME)-OH

Base Information

• Chemical Name: Z-D-GLU(OME)-OH
• CAS No.: 27025-24-7
• Molecular Formula: C14H17NO6
• Molecular Weight: 295.292
• Hs Code.: 2924299090
• Mol file: 27025-24-7.mol

Synonyms:Glutamicacid, N-carboxy-, N-benzyl 5-methyl ester, D- (8CI);

Chemical Property of Z-D-GLU(OME)-OH

Chemical Property:

• Vapor Pressure: 3.01E-11mmHg at 25°C
• Melting Point: 65-70 °C
• Refractive Index: 1.535
• Boiling Point: 510.566 °C at 760 mmHg
• PKA: 3.80±0.10(Predicted)
• Flash Point: 262.581 °C
• PSA: 101.93000
• Density: 1.272 g/cm³
• LogP: 1.71010
• Storage Temp.: -15°C

Purity/Quality:

98% ^*data from raw suppliers

Z-D-glutamic acid γ-methyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Z-D-GLU(OME)-OH

There total 4 articles about Z-D-GLU(OME)-OH 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: 50.0%

(R)-2-amino-5-methoxy-5-oxopentanoic acid (6461-04-7) + benzyl chloroformate (501-53-1,94274-21-2) → Z-D-glutamic γ-methyl ester (27025-24-7)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 2h;

Reference yield: 12.0%

D-glutamic acid-5-methyl ester; hydrochloride (27025-22-5) + benzyl chloroformate (501-53-1,94274-21-2) → Z-D-glutamic γ-methyl ester (27025-24-7)

Guidance literature:

With sodium hydrogencarbonate; at 5 - 20 ℃; for 3.5h;

DOI:10.1021/jm950471+

Reference yield:

2-Amino-pentanedioic acid 5-methyl ester (1499-55-4,6461-04-7,14487-45-7) + benzyl chloroformate (501-53-1,94274-21-2) → 2-Benzyloxycarbonylamino-pentanedioic acid 5-methyl ester (4652-65-7,27025-24-7)

Guidance literature:

With sodium hydrogencarbonate; In water; ethyl acetate; Ambient temperature;

DOI:10.1021/jo00293a010

upstream raw materials:

D-glutamic acid-5-methyl ester; hydrochloride

benzyl chloroformate

D-Glutamic acid

(R)-2-amino-5-methoxy-5-oxopentanoic acid

Downstream raw materials:

5-ethoxymethoxy-2(S)-methoxymethyl-4(R)-[N-(4-bromophenylcarbonyl)amino]pentanoic acid

C₁₄H₁₉NO₅

5-ethoxymethoxy-2(S)-methoxymethyl-4(R)-[N-(4-cyanophenylcarbonyl)amino]pentanoic acid

5-dipropylamino-4(R)-benzamido-5-oxo-pentanoic acid

Refernces

• 1、 Bavetsias,Jackman,Kimbell,Gibson,Boyle,Bisset. "Quinazoline antifolate thymidylate synthase inhibitors: γ-linked L-D, D- D, and D-L dipeptide analogues of 2-desamino-2-methyl-N10-propargyl-5,8- dideazafolic acid (ICI 198583)". . p. 73 - 85. Retrieved 2007/10/03.