N²,N²-(anhydromethylene-1,5-citryl)bis6-acetyl-N⁶-(benzyloxy)-(L)-lysine methyl ester

Base Information

• Chemical Name: N²,N²-(anhydromethylene-1,5-citryl)bis6-acetyl-N⁶-(benzyloxy)-(L)-lysine methyl ester
• CAS No.: 81505-62-6
• Molecular Formula: C₄₀H₅₄N₄O₁₃
• Molecular Weight: 798.888

Synonyms:N²,N²-(anhydromethylene-1,5-citryl)bis6-acetyl-N⁶-(benzyloxy)-(L)-lysine methyl ester

Chemical Property of N²,N²-(anhydromethylene-1,5-citryl)bis6-acetyl-N⁶-(benzyloxy)-(L)-lysine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N²,N²-(anhydromethylene-1,5-citryl)bis6-acetyl-N⁶-(benzyloxy)-(L)-lysine methyl ester

There total 6 articles about N²,N²-(anhydromethylene-1,5-citryl)bis6-acetyl-N⁶-(benzyloxy)-(L)-lysine 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:

rac-6-hydroxynorleucine (5462-80-6) → N2,N2-(anhydromethylene-1,5-citryl)bis6-acetyl-N6-(benzyloxy)-(L)-lysine methyl ester (81505-62-6)

Guidance literature:

Multi-step reaction with 6 steps

1: Et₃N / tetrahydrofuran; H₂O / Ambient temperature

2: CH₂Cl₂ / 20 h / Heating

3: CBr₄, PPh₃ / tetrahydrofuran / Ambient temperature

4: KI, K₂CO₃ / acetone / Heating

5: CF₃CO₂H / 0.08 h / Ambient temperature

6: CHCl₃ / 1.) 0 deg C, 5 min, 2.) room temperature, 40 min

With carbon tetrabromide; potassium carbonate; triethylamine; triphenylphosphine; trifluoroacetic acid; potassium iodide; In tetrahydrofuran; dichloromethane; chloroform; water; acetone;

DOI:10.1021/ja00375a025

Reference yield:

(L)-N-Boc-ε-hydroxynorleucine methyl ester (81505-59-1) → N2,N2-(anhydromethylene-1,5-citryl)bis6-acetyl-N6-(benzyloxy)-(L)-lysine methyl ester (81505-62-6)

Guidance literature:

Multi-step reaction with 3 steps

1: KI, K₂CO₃ / acetone / Heating

2: CF₃CO₂H / 0.08 h / Ambient temperature

3: CHCl₃ / 1.) 0 deg C, 5 min, 2.) room temperature, 40 min

With potassium carbonate; trifluoroacetic acid; potassium iodide; In chloroform; acetone;

DOI:10.1021/ja00375a025

Reference yield:

(D,L)-N-Boc-ε-hydroxynorleucine (81505-64-8) → N2,N2-(anhydromethylene-1,5-citryl)bis6-acetyl-N6-(benzyloxy)-(L)-lysine methyl ester (81505-62-6)

Guidance literature:

Multi-step reaction with 5 steps

1: CH₂Cl₂ / 20 h / Heating

2: CBr₄, PPh₃ / tetrahydrofuran / Ambient temperature

3: KI, K₂CO₃ / acetone / Heating

4: CF₃CO₂H / 0.08 h / Ambient temperature

5: CHCl₃ / 1.) 0 deg C, 5 min, 2.) room temperature, 40 min

With carbon tetrabromide; potassium carbonate; triphenylphosphine; trifluoroacetic acid; potassium iodide; In tetrahydrofuran; dichloromethane; chloroform; acetone;

DOI:10.1021/ja00375a025

upstream raw materials:

(4-Oxo-1,3-dioxolan-5-ylidene)diacetyl chloride

6-(Acetyl-benzyloxy-amino)-2-amino-hexanoic acid methyl ester

rac-6-hydroxynorleucine

(D,L)-N-Boc-ε-hydroxynorleucine

Downstream raw materials:

N²,N²-(1,5-citryl)bis6-acetyl-N⁶-(benzyloxy)-(L)-lysine>

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