(2S,6R)-N²-triphenylmethyl-N⁶-(9H-fluorenylmethoxycarbonyl)-lanthionine O¹-allyl-O⁷-tert-butyl ester

Base Information

• Chemical Name: (2S,6R)-N²-triphenylmethyl-N⁶-(9H-fluorenylmethoxycarbonyl)-lanthionine O¹-allyl-O⁷-tert-butyl ester
• CAS No.: 503565-02-4
• Molecular Formula: C₄₇H₄₈N₂O₆S
• Molecular Weight: 768.974
• Mol file: 503565-02-4.mol

Synonyms:(2S,6R)-N²-triphenylmethyl-N⁶-(9H-fluorenylmethoxycarbonyl)-lanthionine O¹-allyl-O⁷-tert-butyl ester

Chemical Property of (2S,6R)-N²-triphenylmethyl-N⁶-(9H-fluorenylmethoxycarbonyl)-lanthionine O¹-allyl-O⁷-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,6R)-N²-triphenylmethyl-N⁶-(9H-fluorenylmethoxycarbonyl)-lanthionine O¹-allyl-O⁷-tert-butyl ester

There total 13 articles about (2S,6R)-N²-triphenylmethyl-N⁶-(9H-fluorenylmethoxycarbonyl)-lanthionine O¹-allyl-O⁷-tert-butyl 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: 90.0%

(R)-tert-butyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-mercaptopropanoate (172322-96-2) + N-triphenylmethyl-β-iodo-(S)-alanine allyl ester (503565-01-3) → (2S,6R)-N2-triphenylmethyl-N6-(9H-fluorenylmethoxycarbonyl)-lanthionine O1-allyl-O7-tert-butyl ester (503565-02-4)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1021/jo048222t

Reference yield: 74.0%

(R)-tert-butyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-mercaptopropanoate (172322-96-2) + N-triphenylmethyl-β-iodo-(S)-alanine allyl ester (503565-01-3) → (R)-1-triphenylmethylaziridine-2-carboxylic acid allyl ester (618097-75-9) + (2S,6R)-N2-triphenylmethyl-N6-(9H-fluorenylmethoxycarbonyl)-lanthionine O1-allyl-O7-tert-butyl ester (503565-02-4)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; for 4h;

DOI:10.1016/S0040-4020(02)01091-8

Reference yield: 52.0%

(R)-tert-butyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-mercaptopropanoate (172322-96-2) + (R)-allyl 3-hydroxy-2-(tritylamino)propanoate (503564-99-6) → (2S,6R)-N2-triphenylmethyl-N6-(9H-fluorenylmethoxycarbonyl)-lanthionine O1-allyl-O7-tert-butyl ester (503565-02-4)

Guidance literature:

With zinc D-tartrate; 1,1'-azodicarbonyl-dipiperidine; trimethylphosphane; In chloroform; toluene; at 20 ℃; for 168h;

DOI:10.1021/jo0346398

upstream raw materials:

(R)-tert-butyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-mercaptopropanoate

N-triphenylmethyl-β-iodo-(S)-alanine allyl ester

N-triphenylmethyl-(R)-serine(O-methanesulfonyl) allyl ester

(R)-allyl 3-hydroxy-2-(tritylamino)propanoate