(2S,3R)-(Z)-3-((R)-2-((R)-2-((R)-2-amino-3-methylbutanamido)propanamido)-3-(4-hydroxyphenyl)propanamido)-9-ethoxy-2-methyl-9-oxonon-5-enoic acid

Base Information

Chemical Name:(2S,3R)-(Z)-3-((R)-2-((R)-2-((R)-2-amino-3-methylbutanamido)propanamido)-3-(4-hydroxyphenyl)propanamido)-9-ethoxy-2-methyl-9-oxonon-5-enoic acid
CAS No.:1449237-57-3
Molecular Formula:C₂HF₃O₂*C₂₉H₄₄N₄O₈
Molecular Weight:690.714
Hs Code.:

Synonyms:(2S,3R)-(Z)-3-((R)-2-((R)-2-((R)-2-amino-3-methylbutanamido)propanamido)-3-(4-hydroxyphenyl)propanamido)-9-ethoxy-2-methyl-9-oxonon-5-enoic acid

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Chemical Property of (2S,3R)-(Z)-3-((R)-2-((R)-2-((R)-2-amino-3-methylbutanamido)propanamido)-3-(4-hydroxyphenyl)propanamido)-9-ethoxy-2-methyl-9-oxonon-5-enoic acid

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Technology Process of (2S,3R)-(Z)-3-((R)-2-((R)-2-((R)-2-amino-3-methylbutanamido)propanamido)-3-(4-hydroxyphenyl)propanamido)-9-ethoxy-2-methyl-9-oxonon-5-enoic acid

There total 7 articles about (2S,3R)-(Z)-3-((R)-2-((R)-2-((R)-2-amino-3-methylbutanamido)propanamido)-3-(4-hydroxyphenyl)propanamido)-9-ethoxy-2-methyl-9-oxonon-5-enoic acid 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: 91.0%

: 1449237-55-1
(2S,3R)-(Z)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-9-ethoxy-2-methyl-9-oxonon-5-enoic acid

: 35661-38-2,35661-39-3,79990-15-1,136132-75-7
N-(9-fluorenylmethoxycarbonyl)-D-alanine

: 84624-17-9
N-(9-fluorenylmethoxycarbonyl)-D-valine

: 118488-18-9,204384-67-8
Fmoc-D-Tyr(O-tBu)-OH

: 1449237-57-3
(2S,3R)-(Z)-3-((R)-2-((R)-2-((R)-2-amino-3-methylbutanamido)propanamido)-3-(4-hydroxyphenyl)propanamido)-9-ethoxy-2-methyl-9-oxonon-5-enoic acid

Guidance literature:: (2S,3R)-(Z)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-9-ethoxy-2-methyl-9-oxonon-5-enoic acid; With 2-chlorotrityl chloride polystyrene resin; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; for 16h;

With piperidine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide;

N-(9-fluorenylmethoxycarbonyl)-D-alanine; N-(9-fluorenylmethoxycarbonyl)-D-valine; Fmoc-D-Tyr(O-tBu)-OH; Further stages;
DOI:10.1021/jm4008449

Reference yield:

: (7R,8S)-(Z)-9-tert-butyl 1-ethyl 7-((S)-1,1-dimethylethylsulfinamido)-8-methylnon-4-enedioate

: 1449237-57-3
(2S,3R)-(Z)-3-((R)-2-((R)-2-((R)-2-amino-3-methylbutanamido)propanamido)-3-(4-hydroxyphenyl)propanamido)-9-ethoxy-2-methyl-9-oxonon-5-enoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: sodium carbonate / 1,4-dioxane; water / 2 h / 0 - 20 °C

2: 2-chlorotrityl chloride polystyrene resin; N-ethyl-N,N-diisopropylamine / dichloromethane; methanol / 16 h

With 2-chlorotrityl chloride polystyrene resin; sodium carbonate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; methanol; dichloromethane; water;
DOI:10.1021/jm4008449

Reference yield:

: 1449237-52-8
(2S,3R)-tert-butyl 3-((S)-1,1-dimethylethylsulfinamido)-5-hydroxy-2-methylpentanoate

: 1449237-57-3
(2S,3R)-(Z)-3-((R)-2-((R)-2-((R)-2-amino-3-methylbutanamido)propanamido)-3-(4-hydroxyphenyl)propanamido)-9-ethoxy-2-methyl-9-oxonon-5-enoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

2.1: potassium hexamethylsilazane / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C

4.1: hydrogenchloride / 1,4-dioxane

5.1: sodium carbonate / 1,4-dioxane; water / 2 h / 0 - 20 °C

6.1: 2-chlorotrityl chloride polystyrene resin; N-ethyl-N,N-diisopropylamine / dichloromethane; methanol / 16 h

With hydrogenchloride; 2-chlorotrityl chloride polystyrene resin; potassium hexamethylsilazane; sodium hydrogencarbonate; sodium carbonate; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; 2.1: |Wittig Olefination / 2.2: |Wittig Olefination;
DOI:10.1021/jm4008449