H-β2hSec(PMB)-β3hAla-β3hLeu-β3hIle-OH*TFA

Base Information

• Chemical Name: H-β2hSec(PMB)-β3hAla-β3hLeu-β3hIle-OH*TFA
• CAS No.: 1268809-56-8
• Molecular Formula: C₂HF₃O₂*C₃₀H₅₀N₄O₆Se
• Molecular Weight: 755.734
• Mol file: 1268809-56-8.mol

Synonyms:H-β2hSec(PMB)-β3hAla-β3hLeu-β3hIle-OH*TFA

Chemical Property of H-β2hSec(PMB)-β3hAla-β3hLeu-β3hIle-OH*TFA

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of H-β2hSec(PMB)-β3hAla-β3hLeu-β3hIle-OH*TFA

There total 5 articles about H-β2hSec(PMB)-β3hAla-β3hLeu-β3hIle-OH*TFA 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: 92.0%

(2S)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-2-({[(4-methoxyphenyl)methyl]selanyl}methyl)propanoic acid (1268809-47-7) + trifluoroacetic acid (76-05-1) + (S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)butyric acid (193954-26-6) + (S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-methylhexanoic acid (193887-44-4,1335042-37-9,212688-54-5) + Fmoc-β3-HIle-OH (193954-27-7) → H-β2hSec(PMB)-β3hAla-β3hLeu-β3hIle-OH*TFA (1268809-56-8)

Guidance literature:

Fmoc-β³-HIle-OH; With N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere; solid phase reaction;

With piperidine; In N,N-dimethyl-formamide; Inert atmosphere; solid phase reaction;

(2S)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-2-({[(4-methoxyphenyl)methyl]selanyl}methyl)propanoic acid; trifluoroacetic acid; (S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)butyric acid; (S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-5-methylhexanoic acid; Further stages;

DOI:10.1002/hlca.201000409

Reference yield:

1,2-bis(4-methoxybenzyl)diselane (62212-22-0) → H-β2hSec(PMB)-β3hAla-β3hLeu-β3hIle-OH*TFA (1268809-56-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: hypophosphorous acid / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

2.1: sodium hydroxide / water; N,N-dimethyl-formamide; acetone / 4 h / 0 °C / Inert atmosphere

3.1: morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1.25 h / 20 °C / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide / dichloromethane / 2 h / 20 °C / Inert atmosphere; solid phase reaction

4.2: Inert atmosphere; solid phase reaction

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hypophosphorous acid; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone;

DOI:10.1002/hlca.201000409

Reference yield:

prop-2-en-1-yl (2S)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-2-({[(4-methoxyphenyl)methyl]selanyl}methyl)propanoate (1268809-46-6) → H-β2hSec(PMB)-β3hAla-β3hLeu-β3hIle-OH*TFA (1268809-56-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 1.25 h / 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide / dichloromethane / 2 h / 20 °C / Inert atmosphere; solid phase reaction

2.2: Inert atmosphere; solid phase reaction

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane;

DOI:10.1002/hlca.201000409

upstream raw materials:

prop-2-en-1-yl (2S)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-2-({[(4-methoxyphenyl)methyl]selanyl}methyl)propanoate

(2S)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-2-({[(4-methoxyphenyl)methyl]selanyl}methyl)propanoic acid

trifluoroacetic acid

(S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)butyric acid

Refernces