N-α-Boc-N^ε-(benzyloxy)-N^ε-methyl-α-amino-δ-L-adipamidyl>glycylglycine methyl ester

Base Information

• Chemical Name: N-α-Boc-N^ε-(benzyloxy)-N^ε-methyl-α-amino-δ-L-adipamidyl>glycylglycine methyl ester
• CAS No.: 92072-69-0
• Molecular Formula: C₂₄H₃₆N₄O₈
• Molecular Weight: 508.572

Synonyms:

Chemical Property of N-α-Boc-N^ε-(benzyloxy)-N^ε-methyl-α-amino-δ-L-adipamidyl>glycylglycine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-α-Boc-N^ε-(benzyloxy)-N^ε-methyl-α-amino-δ-L-adipamidyl>glycylglycine methyl ester

There total 5 articles about N-α-Boc-N^ε-(benzyloxy)-N^ε-methyl-α-amino-δ-L-adipamidyl>glycylglycine methyl 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:

(S)-4-<3-(tert-butyloxycarbonyl)-5-oxo-4-oxazolidinyl>butanoic acid (92072-66-7) → N-α-Boc-Nε-(benzyloxy)-Nε-methyl-α-amino-δ-L-adipamidyl>glycylglycine methyl ester (92072-69-0)

Guidance literature:

Multi-step reaction with 5 steps

1: N-methylmorpholine / tetrahydrofuran / 0.5 h / -15 °C

2: N-methylmorpholine / tetrahydrofuran / 1.) -15 deg C, 1 h, 2.) RT, overnight

3: 98 percent / 1 N NaOH / methanol / 4 h / Ambient temperature

4: N-methylmorpholine / tetrahydrofuran / 0.33 h / -15 °C

5: N-methylmorpholine / tetrahydrofuran / 1.) -15 deg C, 1 h, 2.) RT, overnight

With 4-methyl-morpholine; sodium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1021/jo00213a013

Reference yield:

O-benzyl N-methyl-Nα-(tert-butyloxycarbonyl)-L-α-aminoadipo-δ-hydroxamate (92072-68-9) → N-α-Boc-Nε-(benzyloxy)-Nε-methyl-α-amino-δ-L-adipamidyl>glycylglycine methyl ester (92072-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N-methylmorpholine / tetrahydrofuran / 0.33 h / -15 °C

2: N-methylmorpholine / tetrahydrofuran / 1.) -15 deg C, 1 h, 2.) RT, overnight

With 4-methyl-morpholine; In tetrahydrofuran;

DOI:10.1021/jo00213a013

Reference yield:

(S)-4-(4-Isobutoxycarbonyloxy-4-oxo-butyl)-5-oxo-oxazolidine-3-carboxylic acid tert-butyl ester → N-α-Boc-Nε-(benzyloxy)-Nε-methyl-α-amino-δ-L-adipamidyl>glycylglycine methyl ester (92072-69-0)

Guidance literature:

Multi-step reaction with 4 steps

1: N-methylmorpholine / tetrahydrofuran / 1.) -15 deg C, 1 h, 2.) RT, overnight

2: 98 percent / 1 N NaOH / methanol / 4 h / Ambient temperature

3: N-methylmorpholine / tetrahydrofuran / 0.33 h / -15 °C

4: N-methylmorpholine / tetrahydrofuran / 1.) -15 deg C, 1 h, 2.) RT, overnight

With 4-methyl-morpholine; sodium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1021/jo00213a013

upstream raw materials:

glycylglycine methyl ester trifluoroacetic acid salt

(S)-4-<3-(tert-butyloxycarbonyl)-5-oxo-4-oxazolidinyl>butanoic acid

O-benzyl N-methyl-N^α-(tert-butyloxycarbonyl)-L-α-aminoadipo-δ-hydroxamate

O-benzyl N-methyl-4-<(S)-3-(tert-butyloxycarbonyl)-5-oxo-4-oxazolidinyl>butanohydroxamate

Downstream raw materials:

d(NMeOBzl)-Gly-Gly-OMeH-*TFA

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