5-[[4-[4-[[(R)-2-hydroxy-2-[4-hydroxy-3-[(methylsulfonyl)amino]phenyl]ethyl]amino]-1-piperidinyl]phenyl]methyl]-2,4-dioxo-3-thiazolidineacetic acid tert-butyl-ester

Base Information

• Chemical Name: 5-[[4-[4-[[(R)-2-hydroxy-2-[4-hydroxy-3-[(methylsulfonyl)amino]phenyl]ethyl]amino]-1-piperidinyl]phenyl]methyl]-2,4-dioxo-3-thiazolidineacetic acid tert-butyl-ester
• CAS No.: 391905-31-0
• Molecular Formula: C₃₀H₄₀N₄O₈S₂
• Molecular Weight: 648.802
• Mol file: 391905-31-0.mol

Synonyms:5-[[4-[4-[[(R)-2-hydroxy-2-[4-hydroxy-3-[(methylsulfonyl)amino]phenyl]ethyl]amino]-1-piperidinyl]phenyl]methyl]-2,4-dioxo-3-thiazolidineacetic acid tert-butyl-ester

Chemical Property of 5-[[4-[4-[[(R)-2-hydroxy-2-[4-hydroxy-3-[(methylsulfonyl)amino]phenyl]ethyl]amino]-1-piperidinyl]phenyl]methyl]-2,4-dioxo-3-thiazolidineacetic acid tert-butyl-ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-[[4-[4-[[(R)-2-hydroxy-2-[4-hydroxy-3-[(methylsulfonyl)amino]phenyl]ethyl]amino]-1-piperidinyl]phenyl]methyl]-2,4-dioxo-3-thiazolidineacetic acid tert-butyl-ester

There total 6 articles about 5-[[4-[4-[[(R)-2-hydroxy-2-[4-hydroxy-3-[(methylsulfonyl)amino]phenyl]ethyl]amino]-1-piperidinyl]phenyl]methyl]-2,4-dioxo-3-thiazolidineacetic acid 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: 68.0%

N-[5-((1R)-2-amino-1-hydroxy-ethyl)-2-hydroxy-phenyl]-methanesulfonamide (340756-75-4) + tert-butyl 2-{2,4-dioxo-5-[4-(4-oxo-1-piperidinyl)benzyl]-1,3-thiazolidin-3-yl}acetate (349636-61-9) → 5-[[4-[4-[[(R)-2-hydroxy-2-[4-hydroxy-3-[(methylsulfonyl)amino]phenyl]ethyl]amino]-1-piperidinyl]phenyl]methyl]-2,4-dioxo-3-thiazolidineacetic acid tert-butyl-ester (391905-31-0)

Guidance literature:

With sodium tris(acetoxy)borohydride; In N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(01)00147-0

Reference yield: 68.0%

→ 5-[[4-[4-[[(R)-2-hydroxy-2-[4-hydroxy-3-[(methylsulfonyl)amino]phenyl]ethyl]amino]-1-piperidinyl]phenyl]methyl]-2,4-dioxo-3-thiazolidineacetic acid tert-butyl-ester (391905-31-0)

Guidance literature:

Reference yield:

4-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)benzaldehyde (79421-40-2) → 5-[[4-[4-[[(R)-2-hydroxy-2-[4-hydroxy-3-[(methylsulfonyl)amino]phenyl]ethyl]amino]-1-piperidinyl]phenyl]methyl]-2,4-dioxo-3-thiazolidineacetic acid tert-butyl-ester (391905-31-0)

Guidance literature:

Multi-step reaction with 5 steps

1: piperidine / ethanol

2: 5 percent Na/Hg / tetrahydrofuran; H₂O

3: conc. aq. HCl

4: 76 percent / NaH / dimethylformamide

5: 68 percent / NaBH(OAc)3 / dimethylformamide

With piperidine; hydrogenchloride; sodium amalgam; sodium tris(acetoxy)borohydride; sodium hydride; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; 1: Knoevenagel condensation;

DOI:10.1016/S0960-894X(01)00147-0

upstream raw materials:

N-[5-((1R)-2-amino-1-hydroxy-ethyl)-2-hydroxy-phenyl]-methanesulfonamide

tert-butyl 2-{2,4-dioxo-5-[4-(4-oxo-1-piperidinyl)benzyl]-1,3-thiazolidin-3-yl}acetate

4-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)benzaldehyde

5-[4-(4-oxopiperidin-1-yl)benzyl]thiazolidine-2,4-dione