8-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[2,3-d]imidazol-6-yl)-pentanoylamino]-octanoic acid 2-{4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-phenoxymethyl}-2,5,7,8-tetramethyl-chroman-6-yl ester

Base Information

Chemical Name:8-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[2,3-d]imidazol-6-yl)-pentanoylamino]-octanoic acid 2-{4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-phenoxymethyl}-2,5,7,8-tetramethyl-chroman-6-yl ester
CAS No.:1375483-22-9
Molecular Formula:C₄₂H₅₄N₄O₈S₂
Molecular Weight:807.045
Hs Code.:

8-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[2,3-d]imidazol-6-yl)-pentanoylamino]-octanoic acid 2-{4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-phenoxymethyl}-2,5,7,8-tetramethyl-chroman-6-yl ester

Synonyms:8-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[2,3-d]imidazol-6-yl)-pentanoylamino]-octanoic acid 2-{4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-phenoxymethyl}-2,5,7,8-tetramethyl-chroman-6-yl ester

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Chemical Property of 8-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[2,3-d]imidazol-6-yl)-pentanoylamino]-octanoic acid 2-{4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-phenoxymethyl}-2,5,7,8-tetramethyl-chroman-6-yl ester

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Technology Process of 8-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[2,3-d]imidazol-6-yl)-pentanoylamino]-octanoic acid 2-{4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-phenoxymethyl}-2,5,7,8-tetramethyl-chroman-6-yl ester

There total 9 articles about 8-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[2,3-d]imidazol-6-yl)-pentanoylamino]-octanoic acid 2-{4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-phenoxymethyl}-2,5,7,8-tetramethyl-chroman-6-yl 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: 64.0%

: 1375483-21-8
8-aminooctanoic acid 2-{4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-phenoxymethyl}-2,5,7,8-tetramethyl-chroman-6-yl ester trifluoroacetate

: 58-85-5,22879-79-4
biotin

: 1375483-22-9
8-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[2,3-d]imidazol-6-yl)-pentanoylamino]-octanoic acid 2-{4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-phenoxymethyl}-2,5,7,8-tetramethyl-chroman-6-yl ester

Guidance literature:: biotin; With triethylamine; isobutyl chloroformate; In dichloromethane; N,N-dimethyl-formamide; for 0.75h; Inert atmosphere; Cooling with ice;

8-aminooctanoic acid 2-{4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-phenoxymethyl}-2,5,7,8-tetramethyl-chroman-6-yl ester trifluoroacetate; With dmap; In dichloromethane; N,N-dimethyl-formamide; for 12h;
DOI:10.1016/j.ejmech.2012.02.044

Reference yield:

: 1375483-11-6
carbonic acid tert-butyl ester 2-hydroxymethyl-2,5,7,8-tetramethyl-chroman-6-yl ester

: 1375483-22-9
8-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[2,3-d]imidazol-6-yl)-pentanoylamino]-octanoic acid 2-{4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-phenoxymethyl}-2,5,7,8-tetramethyl-chroman-6-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 2 °C / Inert atmosphere

3.1: piperidine / ethanol / 12 h / Inert atmosphere; Reflux

4.1: trifluoroacetic acid / dichloromethane / 1 h

5.1: triethylamine; isobutyl chloroformate / dichloromethane / 1 h / Cooling with ice

5.2: 12 h / 20 °C

6.1: dichloromethane / 0.75 h / 20 °C

7.1: triethylamine; isobutyl chloroformate / dichloromethane; N,N-dimethyl-formamide / 0.75 h / Inert atmosphere; Cooling with ice

7.2: 12 h

With piperidine; pyridine; potassium carbonate; triethylamine; trifluoroacetic acid; isobutyl chloroformate; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2012.02.044

Reference yield:

: 56305-04-5,53188-07-1
trolox

: 1375483-22-9
8-[5-((3aR,6S,6aS)-2-oxo-hexahydro-thieno[2,3-d]imidazol-6-yl)-pentanoylamino]-octanoic acid 2-{4-[2,4-dioxo-thiazolidin-(5Z)-ylidenemethyl]-phenoxymethyl}-2,5,7,8-tetramethyl-chroman-6-yl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: toluene-4-sulfonic acid / 12 h / Reflux

2.1: dmap / dichloromethane / 2 h / 20 °C / Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

4.1: pyridine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

5.1: potassium carbonate / N,N-dimethyl-formamide / 48 h / 2 °C / Inert atmosphere

6.1: piperidine / ethanol / 12 h / Inert atmosphere; Reflux

7.1: trifluoroacetic acid / dichloromethane / 1 h

8.1: triethylamine; isobutyl chloroformate / dichloromethane / 1 h / Cooling with ice

8.2: 12 h / 20 °C

9.1: dichloromethane / 0.75 h / 20 °C

10.1: triethylamine; isobutyl chloroformate / dichloromethane; N,N-dimethyl-formamide / 0.75 h / Inert atmosphere; Cooling with ice

10.2: 12 h

With piperidine; pyridine; dmap; lithium aluminium tetrahydride; potassium carbonate; toluene-4-sulfonic acid; triethylamine; trifluoroacetic acid; isobutyl chloroformate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.ejmech.2012.02.044