N-benzyloxycarbonyl-L-serineoctadecylamide

Base Information

• Chemical Name: N-benzyloxycarbonyl-L-serineoctadecylamide
• CAS No.: 726187-01-5
• Molecular Formula: C₂₉H₅₀N₂O₄
• Molecular Weight: 490.727
• Mol file: 726187-01-5.mol

Synonyms:N-benzyloxycarbonyl-L-serineoctadecylamide

Chemical Property of N-benzyloxycarbonyl-L-serineoctadecylamide

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of N-benzyloxycarbonyl-L-serineoctadecylamide

There total 1 articles about N-benzyloxycarbonyl-L-serineoctadecylamide 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: 85.0%

N-(benzyloxycarbonyl)-L-serine (1145-80-8) + 1-aminooctadecane (124-30-1) → N-benzyloxycarbonyl-L-serineoctadecylamide (726187-01-5)

Guidance literature:

With 2-ethyl-1-ethoxycarbonyl-1,2-dihydroquinoline; In ethanol; benzene; at 20 ℃; for 12h;

DOI:10.1071/CH02182

Reference yield: 40.0%

O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)trichloroacetimidate (74808-10-9,86520-63-0,92052-29-4,121238-27-5,127061-80-7,142831-80-9,87119-53-7) + N-benzyloxycarbonyl-L-serineoctadecylamide (726187-01-5) → N-benzyloxycarbonyl-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-L-serineoctadecylamide

Guidance literature:

With molecular sieve; boron trifluoride diethyl etherate; In 1,2-dichloro-ethane; at 20 ℃; for 8h;

DOI:10.1071/CH02182

Reference yield:

N-benzyloxycarbonyl-L-serineoctadecylamide (726187-01-5) → [(S)-1-Octadecylcarbamoyl-2-((2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-ethyl]-carbamic acid benzyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / boron trifluoride etherate; molecular sieves / 1,2-dichloro-ethane / 8 h / 20 °C

2: sodium methoxide / methanol / 5 h / 20 °C

With molecular sieve; boron trifluoride diethyl etherate; sodium methylate; In methanol; 1,2-dichloro-ethane;

DOI:10.1071/CH02182

upstream raw materials:

N-(benzyloxycarbonyl)-L-serine

1-aminooctadecane