6-Acryloylamino-hexanoic acid {(S)-1-[6-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexylcarbamoyl]-2-phenyl-ethyl}-amide

Base Information

• Chemical Name: 6-Acryloylamino-hexanoic acid {(S)-1-[6-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexylcarbamoyl]-2-phenyl-ethyl}-amide
• CAS No.: 174272-05-0
• Molecular Formula: C₃₂H₅₀N₄O₉
• Molecular Weight: 634.77
• Mol file: 174272-05-0.mol

Synonyms:6-Acryloylamino-hexanoic acid {(S)-1-[6-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexylcarbamoyl]-2-phenyl-ethyl}-amide

Chemical Property of 6-Acryloylamino-hexanoic acid {(S)-1-[6-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexylcarbamoyl]-2-phenyl-ethyl}-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-Acryloylamino-hexanoic acid {(S)-1-[6-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexylcarbamoyl]-2-phenyl-ethyl}-amide

There total 9 articles about 6-Acryloylamino-hexanoic acid {(S)-1-[6-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexylcarbamoyl]-2-phenyl-ethyl}-amide 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: 83.0%

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-{6-[(S)-2-(6-acryloylamino-hexanoylamino)-3-phenyl-propionylamino]-hexyloxy}-tetrahydro-pyran-4-yl ester (174272-04-9) → 6-Acryloylamino-hexanoic acid {(S)-1-[6-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexylcarbamoyl]-2-phenyl-ethyl}-amide (174272-05-0)

Guidance literature:

With sodium methylate; In methanol; for 15h; Ambient temperature;

DOI:10.1016/S0008-6215(97)10051-9

Reference yield:

6-amino-1-hexanol (4048-33-3) → 6-Acryloylamino-hexanoic acid {(S)-1-[6-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexylcarbamoyl]-2-phenyl-ethyl}-amide (174272-05-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 85 percent / EEDQ / benzene; ethanol / 24 h / Ambient temperature

2: 60 percent / DL-camphor-10-sulfonic acid / 1,2-dichloro-ethane / 0.5 h / 70 °C / pH 2-3

3: H₂ / palladium on carbon / methanol / 24 h / Ambient temperature

4: 77 percent / EEDQ / ethanol; benzene / 24 h / Ambient temperature

5: 83 percent / NaOMe / methanol / 15 h / Ambient temperature

With camphor-10-sulfonic acid; hydrogen; sodium methylate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; palladium on activated charcoal; In methanol; ethanol; 1,2-dichloro-ethane; benzene;

DOI:10.1016/S0008-6215(97)10051-9

Reference yield:

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-[6-((S)-2-benzyloxycarbonylamino-3-phenyl-propionylamino)-hexyloxy]-tetrahydro-pyran-4-yl ester (174272-02-7) → 6-Acryloylamino-hexanoic acid {(S)-1-[6-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexylcarbamoyl]-2-phenyl-ethyl}-amide (174272-05-0)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / palladium on carbon / methanol / 24 h / Ambient temperature

2: 77 percent / EEDQ / ethanol; benzene / 24 h / Ambient temperature

3: 83 percent / NaOMe / methanol / 15 h / Ambient temperature

With hydrogen; sodium methylate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; palladium on activated charcoal; In methanol; ethanol; benzene;

DOI:10.1016/S0008-6215(97)10051-9

upstream raw materials:

Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-{6-[(S)-2-(6-acryloylamino-hexanoylamino)-3-phenyl-propionylamino]-hexyloxy}-tetrahydro-pyran-4-yl ester

6-amino-1-hexanol

N-acryloyl-6-aminohexanoic acid

N-Cbz-L-Phe