N-[(1,1-dimethylethoxy)carbonyl]-L-[1,2,3-¹³C₃, ¹⁵N]alanyl-D-α-glutamine phenylmethyl ester

Base Information

• Chemical Name: N-[(1,1-dimethylethoxy)carbonyl]-L-[1,2,3-¹³C₃, ¹⁵N]alanyl-D-α-glutamine phenylmethyl ester
• CAS No.: 1467710-17-3
• Molecular Formula: C₂₀H₂₉N₃O₆
• Molecular Weight: 411.427

Synonyms:N-[(1,1-dimethylethoxy)carbonyl]-L-[1,2,3-¹³C₃, ¹⁵N]alanyl-D-α-glutamine phenylmethyl ester

Chemical Property of N-[(1,1-dimethylethoxy)carbonyl]-L-[1,2,3-¹³C₃, ¹⁵N]alanyl-D-α-glutamine phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of N-[(1,1-dimethylethoxy)carbonyl]-L-[1,2,3-¹³C₃, ¹⁵N]alanyl-D-α-glutamine phenylmethyl ester

There total 1 articles about N-[(1,1-dimethylethoxy)carbonyl]-L-[1,2,3-¹³C₃, ¹⁵N]alanyl-D-α-glutamine phenylmethyl 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: 86.0%

2-[(tert-butoxycarbonyl)[15N]amino]-[1,2,3-13C3]propanoic acid (340320-94-7,201612-65-9,201740-79-6,335081-02-2) + D-Glutaminsaeure-α-amid-γ-benzylester (71811-14-8,80064-48-8) + isobutyl chloroformate (543-27-1) → N-[(1,1-dimethylethoxy)carbonyl]-L-[1,2,3-13C3, 15N]alanyl-D-α-glutamine phenylmethyl ester (1467710-17-3)

Guidance literature:

2-[(tert-butoxycarbonyl)[¹⁵N]amino]-[1,2,3-¹³C_3]propanoic acid; isobutyl chloroformate; With 4-methyl-morpholine; In ethyl acetate; N,N-dimethyl-formamide; at -10 ℃;

D-Glutaminsaeure-α-amid-γ-benzylester; In ethyl acetate; N,N-dimethyl-formamide;

With 4-methyl-morpholine; hydrogenchloride; In ethyl acetate; N,N-dimethyl-formamide; at -5 ℃; for 0.5h;

DOI:10.1002/jlcr.3078

Reference yield: 88.0%

N-[(1,1-dimethylethoxy)carbonyl]-L-[1,2,3-13C3, 15N]alanyl-D-α-glutamine phenylmethyl ester (1467710-17-3) → L-[1,2,3-13C3, 15N]alanyl-D-α-glutamine phenylmethyl ester hydrochloride (1467710-19-5)

Guidance literature:

With hydrogenchloride; In di-isopropyl ether; at 20 ℃;

DOI:10.1002/jlcr.3078

Reference yield:

N-[(1,1-dimethylethoxy)carbonyl]-L-[1,2,3-13C3, 15N]alanyl-D-α-glutamine phenylmethyl ester (1467710-17-3) → N2-[N-(N-acetyl)-4,6-O-(1-methylethylidene)-1-O-(phenylmethyl)-α-muramoyl]-L-[1,2,3-13C3, 15N]alanyl-D-α-glutamine phenylmethyl ester (1467710-25-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / di-isopropyl ether / 20 °C

2.1: 1-hydroxy-pyrrolidine-2,5-dione; triethylamine / ethyl acetate

2.2: 2.5 h / 20 °C

With hydrogenchloride; 1-hydroxy-pyrrolidine-2,5-dione; triethylamine; In di-isopropyl ether; ethyl acetate;

DOI:10.1002/jlcr.3078

upstream raw materials:

2-[(tert-butoxycarbonyl)[¹⁵N]amino]-[1,2,3-¹³C_3]propanoic acid

D-Glutaminsaeure-α-amid-γ-benzylester

isobutyl chloroformate

Downstream raw materials:

L-[1,2,3-¹³C₃, ¹⁵N]alanyl-D-α-glutamine phenylmethyl ester hydrochloride

N²-[N-(N-acetyl)-4,6-O-(1-methylethylidene)-1-O-(phenylmethyl)-α-muramoyl]-L-[1,2,3-¹³C₃, ¹⁵N]alanyl-D-α-glutamine phenylmethyl ester

N²-[N-(N-acetyl)-1-O-(phenylmethyl)-α-muramoyl]-L-[1,2,3-¹³C₃, ¹⁵N]alanyl-D-α-glutamine phenylmethyl ester

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