(2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-allyl ester

Base Information

• Chemical Name: (2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-allyl ester
• CAS No.: 881996-32-3
• Molecular Formula: C₃₉H₃₆N₂O₈S
• Molecular Weight: 692.789
• Mol file: 881996-32-3.mol

Synonyms:(2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-allyl ester

Chemical Property of (2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-allyl ester

There total 7 articles about (2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-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:

N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine (73724-45-5) → (2R,6R)-N2,N6-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-allyl ester (881996-32-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: diisopropylcarbodiimide; CuCl / 120 h

1.2: 65 percent / CH₂Cl₂; dimethylformamide / 4 h / 20 °C

2.1: 84.8 percent / CBr₄; PPh₃ / CH₂Cl₂ / 2 h / 20 °C

3.1: DIEA / dimethylformamide / 4 h / 20 °C

4.1: 2.78 g / TFA / 1 h / 20 °C

With carbon tetrabromide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; copper(l) chloride; diisopropyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm050585d

Reference yield:

N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine (103213-32-7,167015-11-4) → (2R,6R)-N2,N6-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-allyl ester (881996-32-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / DIEA / acetonitrile / 16 h / 20 °C

2: 95.1 percent / TFA; triisopropylsilane / CH₂Cl₂; diethyl ether / 1 h / 20 °C

3: DIEA / dimethylformamide / 4 h / 20 °C

4: 2.78 g / TFA / 1 h / 20 °C

With chlorotriisopropylsilane; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm050585d

Reference yield:

allyl 2(R)-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(tritylthio)propanoate (640722-84-5) → (2R,6R)-N2,N6-bis(fluoren-9-ylmethoxycarbonyl)lanthionine α-allyl ester (881996-32-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 95.1 percent / TFA; triisopropylsilane / CH₂Cl₂; diethyl ether / 1 h / 20 °C

2: DIEA / dimethylformamide / 4 h / 20 °C

3: 2.78 g / TFA / 1 h / 20 °C

With chlorotriisopropylsilane; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm050585d

upstream raw materials:

(2R,6R)-N²,N⁶-bis(fluoren-9-ylmethoxycarbonyl)lanthionine ε-allyl α-tert-butyl diester

N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine

N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine

N-[(9-fluorenyl)methoxycarbonyl]-L-serine tert-butyl ester