(2S,5S,8S,11S)-8-((R)-1-(benzyloxy)ethyl)-5-isobutyl-11-isopropyl-4,7,10,13-tetraoxo-2-((S)-2-oxopyrrolidin-3-yl)methyl-3,6,9,12-tetraazatetradecan-1-oic acid

Base Information

• Chemical Name: (2S,5S,8S,11S)-8-((R)-1-(benzyloxy)ethyl)-5-isobutyl-11-isopropyl-4,7,10,13-tetraoxo-2-((S)-2-oxopyrrolidin-3-yl)methyl-3,6,9,12-tetraazatetradecan-1-oic acid
• CAS No.: 936371-47-0
• Molecular Formula: C₃₁H₄₇N₅O₈
• Molecular Weight: 617.743
• Mol file: 936371-47-0.mol

Synonyms:(2S,5S,8S,11S)-8-((R)-1-(benzyloxy)ethyl)-5-isobutyl-11-isopropyl-4,7,10,13-tetraoxo-2-((S)-2-oxopyrrolidin-3-yl)methyl-3,6,9,12-tetraazatetradecan-1-oic acid

Chemical Property of (2S,5S,8S,11S)-8-((R)-1-(benzyloxy)ethyl)-5-isobutyl-11-isopropyl-4,7,10,13-tetraoxo-2-((S)-2-oxopyrrolidin-3-yl)methyl-3,6,9,12-tetraazatetradecan-1-oic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,5S,8S,11S)-8-((R)-1-(benzyloxy)ethyl)-5-isobutyl-11-isopropyl-4,7,10,13-tetraoxo-2-((S)-2-oxopyrrolidin-3-yl)methyl-3,6,9,12-tetraazatetradecan-1-oic acid

There total 3 articles about (2S,5S,8S,11S)-8-((R)-1-(benzyloxy)ethyl)-5-isobutyl-11-isopropyl-4,7,10,13-tetraoxo-2-((S)-2-oxopyrrolidin-3-yl)methyl-3,6,9,12-tetraazatetradecan-1-oic 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: 100.0%

(S)-2-{(S)-2-[(2S,3R)-2-((S)-2-Acetylamino-3-methyl-butyrylamino)-3-benzyloxy-butyrylamino]-4-methyl-pentanoylamino}-3-((S)-2-oxo-pyrrolidin-3-yl)-propionic acid methyl ester (813451-43-3) → (2S,5S,8S,11S)-8-((R)-1-(benzyloxy)ethyl)-5-isobutyl-11-isopropyl-4,7,10,13-tetraoxo-2-((S)-2-oxopyrrolidin-3-yl)methyl-3,6,9,12-tetraazatetradecan-1-oic acid (936371-47-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 2h;

DOI:10.1021/jm061425k

Reference yield:

(2S)-2-(tert-butoxycarbonylamino)-3-[(3'S)-2'-oxo-3'-pyrrolidinyl]propanoic acid methy ester (328086-60-8) → (2S,5S,8S,11S)-8-((R)-1-(benzyloxy)ethyl)-5-isobutyl-11-isopropyl-4,7,10,13-tetraoxo-2-((S)-2-oxopyrrolidin-3-yl)methyl-3,6,9,12-tetraazatetradecan-1-oic acid (936371-47-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: TFA / CH₂Cl₂

1.2: 65 percent / DIPEA; EDCI; HOBt / dimethylformamide

2.1: 100 percent / LiOH / tetrahydrofuran; H₂O / 2 h / 0 °C

With lithium hydroxide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jm061425k

Reference yield:

Ac-Val-Thr(OBn)-Leu-OH → (2S,5S,8S,11S)-8-((R)-1-(benzyloxy)ethyl)-5-isobutyl-11-isopropyl-4,7,10,13-tetraoxo-2-((S)-2-oxopyrrolidin-3-yl)methyl-3,6,9,12-tetraazatetradecan-1-oic acid (936371-47-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: TFA / CH₂Cl₂

1.2: 65 percent / DIPEA; EDCI; HOBt / dimethylformamide

2.1: 100 percent / LiOH / tetrahydrofuran; H₂O / 2 h / 0 °C

With lithium hydroxide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jm061425k

upstream raw materials:

(S)-2-{(S)-2-[(2S,3R)-2-((S)-2-Acetylamino-3-methyl-butyrylamino)-3-benzyloxy-butyrylamino]-4-methyl-pentanoylamino}-3-((S)-2-oxo-pyrrolidin-3-yl)-propionic acid methyl ester

(2S)-2-(tert-butoxycarbonylamino)-3-[(3'S)-2'-oxo-3'-pyrrolidinyl]propanoic acid methy ester