(5R,8S,9S)-1-(9H-fluoren-9-yl)-8-methyl-9-((4-nitrobenzyloxy)carbonyl)-13-(4-nitrophenyl)-3,11-dioxo-2,12-dioxa-7-thia-4,10-diazatridecane-5-carboxylic acid

Base Information

• Chemical Name: (5R,8S,9S)-1-(9H-fluoren-9-yl)-8-methyl-9-((4-nitrobenzyloxy)carbonyl)-13-(4-nitrophenyl)-3,11-dioxo-2,12-dioxa-7-thia-4,10-diazatridecane-5-carboxylic acid
• CAS No.: 1330632-52-4
• Molecular Formula: C₃₇H₃₄N₄O₁₂S
• Molecular Weight: 758.763
• Mol file: 1330632-52-4.mol

Synonyms:(5R,8S,9S)-1-(9H-fluoren-9-yl)-8-methyl-9-((4-nitrobenzyloxy)carbonyl)-13-(4-nitrophenyl)-3,11-dioxo-2,12-dioxa-7-thia-4,10-diazatridecane-5-carboxylic acid

Chemical Property of (5R,8S,9S)-1-(9H-fluoren-9-yl)-8-methyl-9-((4-nitrobenzyloxy)carbonyl)-13-(4-nitrophenyl)-3,11-dioxo-2,12-dioxa-7-thia-4,10-diazatridecane-5-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R,8S,9S)-1-(9H-fluoren-9-yl)-8-methyl-9-((4-nitrobenzyloxy)carbonyl)-13-(4-nitrophenyl)-3,11-dioxo-2,12-dioxa-7-thia-4,10-diazatridecane-5-carboxylic acid

There total 12 articles about (5R,8S,9S)-1-(9H-fluoren-9-yl)-8-methyl-9-((4-nitrobenzyloxy)carbonyl)-13-(4-nitrophenyl)-3,11-dioxo-2,12-dioxa-7-thia-4,10-diazatridecane-5-carboxylic 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: 95.0%

C41H42N4O12S (1374893-31-8) → (5R,8S,9S)-1-(9H-fluoren-9-yl)-8-methyl-9-((4-nitrobenzyloxy)carbonyl)-13-(4-nitrophenyl)-3,11-dioxo-2,12-dioxa-7-thia-4,10-diazatridecane-5-carboxylic acid (1330632-52-4)

Guidance literature:

With phenylsilane; trifluoroacetic acid; In dichloromethane; for 2h; Inert atmosphere;

DOI:10.1021/ja302435y

Reference yield: 46.0%

(2R,3R)-bis(4-nitrobenzyl) 3-methylaziridine-1,2-dicarboxylate (1330632-72-8) + Nα-fluoren-9-ylmethoxycarbonyl-L-cysteine (135248-89-4) → (5R,8S,9S)-1-(9H-fluoren-9-yl)-8-methyl-9-((4-nitrobenzyloxy)carbonyl)-13-(4-nitrophenyl)-3,11-dioxo-2,12-dioxa-7-thia-4,10-diazatridecane-5-carboxylic acid (1330632-52-4)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 4 ℃; for 72h; Inert atmosphere;

DOI:10.1021/ja206017p

Reference yield:

C27H27N3O9S (1374893-30-7) → (5R,8S,9S)-1-(9H-fluoren-9-yl)-8-methyl-9-((4-nitrobenzyloxy)carbonyl)-13-(4-nitrophenyl)-3,11-dioxo-2,12-dioxa-7-thia-4,10-diazatridecane-5-carboxylic acid (1330632-52-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: mercury(II) diacetate; methoxybenzene; trifluoroacetic acid / 4 h / Inert atmosphere

1.2: 15 h / Inert atmosphere

2.1: tetrabutylammomium bromide; sodium hydrogencarbonate / water; ethyl acetate / 7 h / pH 8.5 / Inert atmosphere

2.2: 17 h / Inert atmosphere

3.1: phenylsilane; trifluoroacetic acid / dichloromethane / 2 h / Inert atmosphere

With phenylsilane; mercury(II) diacetate; tetrabutylammomium bromide; sodium hydrogencarbonate; methoxybenzene; trifluoroacetic acid; In dichloromethane; water; ethyl acetate;

DOI:10.1021/ja302435y

upstream raw materials:

(2R,3S)-4-nitrobenzyl 3-hydroxy-2-(tritylamino)butanoate

(2R,3R)-4-nitrobenzyl 3-methyl-1-tritylaziridine-2-carboxylate

(2R,3R)-bis(4-nitrobenzyl) 3-methylaziridine-1,2-dicarboxylate

N^α-fluoren-9-ylmethoxycarbonyl-L-cysteine