6-Acryloylamino-hexanoic acid [4-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-phenyl]-amide

Base Information

Chemical Name:6-Acryloylamino-hexanoic acid [4-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-phenyl]-amide
CAS No.:158979-50-1
Molecular Formula:C₂₄H₃₅N₃O₈
Molecular Weight:493.557
Hs Code.:

Synonyms:6-Acryloylamino-hexanoic acid [4-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-phenyl]-amide

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Chemical Property of 6-Acryloylamino-hexanoic acid [4-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-phenyl]-amide

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Technology Process of 6-Acryloylamino-hexanoic acid [4-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-phenyl]-amide

There total 7 articles about 6-Acryloylamino-hexanoic acid [4-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-phenyl]-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: 99.0%

: 158979-48-7
Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-[4-(6-acryloylamino-hexanoylamino)-benzyloxy]-tetrahydro-pyran-4-yl ester

: 158979-50-1
6-Acryloylamino-hexanoic acid [4-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-phenyl]-amide

Guidance literature:: With sodium methylate; In methanol; for 15h; Ambient temperature;
DOI:10.1016/S0008-6215(97)10051-9

Reference yield:

: 619-73-8
4-nitrobenzyl chloride

: 158979-50-1
6-Acryloylamino-hexanoic acid [4-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-phenyl]-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) D-camphor-10-sulfonic acid, 2.) Et₃N / 1.) dichloroethane, 80 deg C, 2 h

2: ammonium formate / 10percent Pd-C / methanol / 0.08 h / Ambient temperature

3: 51 percent / Et₃N, EDC / 1,2-dichloro-ethane; dimethylformamide / 22 h / Ambient temperature

4: 99 percent / NaOMe / methanol / 15 h / Ambient temperature

With camphor-10-sulfonic acid; sodium methylate; ammonium formate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(97)10051-9

Reference yield:

: 10378-06-0,20757-53-3,35954-65-5,123483-77-2,134308-33-1
2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline

: 158979-50-1
6-Acryloylamino-hexanoic acid [4-((2R,3R,4R,5S,6R)-3-acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxymethyl)-phenyl]-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) D-camphor-10-sulfonic acid, 2.) Et₃N / 1.) dichloroethane, 80 deg C, 2 h

2: ammonium formate / 10percent Pd-C / methanol / 0.08 h / Ambient temperature

3: 51 percent / Et₃N, EDC / 1,2-dichloro-ethane; dimethylformamide / 22 h / Ambient temperature

4: 99 percent / NaOMe / methanol / 15 h / Ambient temperature

With camphor-10-sulfonic acid; sodium methylate; ammonium formate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; palladium on activated charcoal; In methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(97)10051-9