[(S)-4-{(5S,10S)-10-[(S)-1-Azido-2-(4-benzyloxy-phenyl)-ethyl]-5-isobutyl-3,6-dioxo-[1,4,7]oxadiazecan-7-yl}-5-((S)-2-hydroxymethyl-pyrrolidin-1-yl)-5-oxo-pentyl]-carbamic acid allyl ester

Base Information

Chemical Name:[(S)-4-{(5S,10S)-10-[(S)-1-Azido-2-(4-benzyloxy-phenyl)-ethyl]-5-isobutyl-3,6-dioxo-[1,4,7]oxadiazecan-7-yl}-5-((S)-2-hydroxymethyl-pyrrolidin-1-yl)-5-oxo-pentyl]-carbamic acid allyl ester
CAS No.:854443-35-9
Molecular Formula:C₄₀H₅₅N₇O₈
Molecular Weight:761.919
Hs Code.:

[(S)-4-{(5S,10S)-10-[(S)-1-Azido-2-(4-benzyloxy-phenyl)-ethyl]-5-isobutyl-3,6-dioxo-[1,4,7]oxadiazecan-7-yl}-5-((S)-2-hydroxymethyl-pyrrolidin-1-yl)-5-oxo-pentyl]-carbamic acid allyl ester

Synonyms:[(S)-4-{(5S,10S)-10-[(S)-1-Azido-2-(4-benzyloxy-phenyl)-ethyl]-5-isobutyl-3,6-dioxo-[1,4,7]oxadiazecan-7-yl}-5-((S)-2-hydroxymethyl-pyrrolidin-1-yl)-5-oxo-pentyl]-carbamic acid allyl ester

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Chemical Property of [(S)-4-{(5S,10S)-10-[(S)-1-Azido-2-(4-benzyloxy-phenyl)-ethyl]-5-isobutyl-3,6-dioxo-[1,4,7]oxadiazecan-7-yl}-5-((S)-2-hydroxymethyl-pyrrolidin-1-yl)-5-oxo-pentyl]-carbamic acid allyl ester

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Technology Process of [(S)-4-{(5S,10S)-10-[(S)-1-Azido-2-(4-benzyloxy-phenyl)-ethyl]-5-isobutyl-3,6-dioxo-[1,4,7]oxadiazecan-7-yl}-5-((S)-2-hydroxymethyl-pyrrolidin-1-yl)-5-oxo-pentyl]-carbamic acid allyl ester

There total 4 articles about [(S)-4-{(5S,10S)-10-[(S)-1-Azido-2-(4-benzyloxy-phenyl)-ethyl]-5-isobutyl-3,6-dioxo-[1,4,7]oxadiazecan-7-yl}-5-((S)-2-hydroxymethyl-pyrrolidin-1-yl)-5-oxo-pentyl]-carbamic acid allyl 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:

: 854443-34-8
Formic acid (S)-1-((S)-5-allyloxycarbonylamino-2-{(5S,10S)-10-[(S)-1-azido-2-(4-benzyloxy-phenyl)-ethyl]-5-isobutyl-3,6-dioxo-[1,4,7]oxadiazecan-7-yl}-pentanoyl)-pyrrolidin-2-ylmethyl ester

: 854443-35-9
[(S)-4-{(5S,10S)-10-[(S)-1-Azido-2-(4-benzyloxy-phenyl)-ethyl]-5-isobutyl-3,6-dioxo-[1,4,7]oxadiazecan-7-yl}-5-((S)-2-hydroxymethyl-pyrrolidin-1-yl)-5-oxo-pentyl]-carbamic acid allyl ester

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; water; at 0 - 20 ℃; for 3.5h;
DOI:10.1016/j.tet.2005.03.061

Reference yield:

: 854443-33-7
[(1S,2S)-1-(2-{[(S)-4-Allyloxycarbonylamino-1-((S)-2-formyloxymethyl-pyrrolidine-1-carbonyl)-butyl]-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentanoyl]-amino}-ethyl)-2-azido-3-(4-benzyloxy-phenyl)-propoxy]-acetic acid

: 854443-35-9
[(S)-4-{(5S,10S)-10-[(S)-1-Azido-2-(4-benzyloxy-phenyl)-ethyl]-5-isobutyl-3,6-dioxo-[1,4,7]oxadiazecan-7-yl}-5-((S)-2-hydroxymethyl-pyrrolidin-1-yl)-5-oxo-pentyl]-carbamic acid allyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 115 mg / 2-dimethylaminoisopropyl chloride hydrochloride / ethyl acetate / 1 h / 0 °C

2: 39 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / dioxane / 3.5 h / Heating

3: LiOH / H₂O; tetrahydrofuran; methanol / 3.5 h / 0 - 20 °C

With lithium hydroxide; (2-chloropropyl)dimethylamine hydrochloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; 1,4-dioxane; methanol; water; ethyl acetate;
DOI:10.1016/j.tet.2005.03.061

Reference yield:

: 854443-36-0
[1-(2-{[4-allyloxycarbonylamino-1-(2-formyloxymethyl-pyrrolidine-1-carbonyl)-butyl]-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentanoyl]-amino}-ethyl)-2-azido-3-(4-benzyloxy-phenyl)-propoxy]-acetic acid pentafluorophenyl ester

: 854443-35-9
[(S)-4-{(5S,10S)-10-[(S)-1-Azido-2-(4-benzyloxy-phenyl)-ethyl]-5-isobutyl-3,6-dioxo-[1,4,7]oxadiazecan-7-yl}-5-((S)-2-hydroxymethyl-pyrrolidin-1-yl)-5-oxo-pentyl]-carbamic acid allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 39 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / dioxane / 3.5 h / Heating

2: LiOH / H₂O; tetrahydrofuran; methanol / 3.5 h / 0 - 20 °C

With lithium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; 1,4-dioxane; methanol; water;
DOI:10.1016/j.tet.2005.03.061