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

Base Information

• Chemical Name: N²-[N-(N-acetyl)-1-O-(phenylmethyl)-α-muramoyl]-L-[1,2,3-¹³C₃, ¹⁵N]alanyl-D-α-glutamine phenylmethyl ester
• CAS No.: 1467710-28-6
• Molecular Formula: C₃₃H₄₄N₄O₁₁
• Molecular Weight: 676.693

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

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

Chemical Property:

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

There total 4 articles about N²-[N-(N-acetyl)-1-O-(phenylmethyl)-α-muramoyl]-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: 99.0%

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) → N2-[N-(N-acetyl)-1-O-(phenylmethyl)-α-muramoyl]-L-[1,2,3-13C3, 15N]alanyl-D-α-glutamine phenylmethyl ester (1467710-28-6)

Guidance literature:

With water; acetic acid; at 0 - 5 ℃; for 144h;

DOI:10.1002/jlcr.3078

Reference yield:

D-Glutaminsaeure-α-amid-γ-benzylester (71811-14-8,80064-48-8) → N2-[N-(N-acetyl)-1-O-(phenylmethyl)-α-muramoyl]-L-[1,2,3-13C3, 15N]alanyl-D-α-glutamine phenylmethyl ester (1467710-28-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 4-methyl-morpholine / N,N-dimethyl-formamide; ethyl acetate / -10 °C

1.3: 0.5 h / -5 °C

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

3.1: 1-hydroxy-pyrrolidine-2,5-dione; triethylamine / ethyl acetate

3.2: 2.5 h / 20 °C

4.1: acetic acid; water / 144 h / 0 - 5 °C

With 4-methyl-morpholine; hydrogenchloride; 1-hydroxy-pyrrolidine-2,5-dione; water; acetic acid; triethylamine; In di-isopropyl ether; ethyl acetate; N,N-dimethyl-formamide;

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)-1-O-(phenylmethyl)-α-muramoyl]-L-[1,2,3-13C3, 15N]alanyl-D-α-glutamine phenylmethyl ester (1467710-28-6)

Guidance literature:

Multi-step reaction with 3 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

3.1: acetic acid; water / 144 h / 0 - 5 °C

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

DOI:10.1002/jlcr.3078

upstream raw materials:

D-Glutaminsaeure-α-amid-γ-benzylester

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

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

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