N-(4-biphenylsulfonyl)-N-tert-butoxycarbonylmethyl-O-benzyl-D-valinehydroxamic acid

Base Information

• Chemical Name: N-(4-biphenylsulfonyl)-N-tert-butoxycarbonylmethyl-O-benzyl-D-valinehydroxamic acid
• CAS No.: 1092690-92-0
• Molecular Formula: C₃₀H₃₆N₂O₆S
• Molecular Weight: 552.692
• Mol file: 1092690-92-0.mol

Synonyms:N-(4-biphenylsulfonyl)-N-tert-butoxycarbonylmethyl-O-benzyl-D-valinehydroxamic acid

Chemical Property of N-(4-biphenylsulfonyl)-N-tert-butoxycarbonylmethyl-O-benzyl-D-valinehydroxamic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-biphenylsulfonyl)-N-tert-butoxycarbonylmethyl-O-benzyl-D-valinehydroxamic acid

There total 8 articles about N-(4-biphenylsulfonyl)-N-tert-butoxycarbonylmethyl-O-benzyl-D-valinehydroxamic 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:

C26H33NO8S + O-benzylhydoxylamine hydrochloride (2687-43-6) → N-(4-biphenylsulfonyl)-N-tert-butoxycarbonylmethyl-O-benzyl-D-valinehydroxamic acid (1092690-92-0)

Guidance literature:

O-benzylhydoxylamine hydrochloride; With potassium hydroxide; In methanol; at 0 ℃; for 0.5h;

C₂₆H₃₃NO₈S; In tetrahydrofuran; methanol; at 0 ℃; Inert atmosphere;

DOI:10.1021/jm800964f

Reference yield:

N-(4-biphenylsulfonyl)-N-tert-butoxycarbonylmethyl-D-valine (1092690-89-5) → N-(4-biphenylsulfonyl)-N-tert-butoxycarbonylmethyl-O-benzyl-D-valinehydroxamic acid (1092690-92-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-methyl-morpholine / tetrahydrofuran / 0 °C

2: methanol / 0 °C

With 4-methyl-morpholine; In tetrahydrofuran; methanol;

DOI:10.1021/jm200593b

Reference yield:

(R)-2-(biphenyl-4-ylsulfonamido)-3-methylbutanoic acid → N-(4-biphenylsulfonyl)-N-tert-butoxycarbonylmethyl-O-benzyl-D-valinehydroxamic acid (1092690-92-0)

Guidance literature:

Multi-step reaction with 5 steps

1: triethylamine / acetonitrile / Reflux

2: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 20 °C

3: palladium 10% on activated carbon; hydrogen / methanol / 20 °C

4: 4-methyl-morpholine / tetrahydrofuran / 0 °C

5: methanol / 0 °C

With 4-methyl-morpholine; palladium 10% on activated carbon; hydrogen; potassium carbonate; triethylamine; potassium iodide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm200593b

upstream raw materials:

O-benzylhydoxylamine hydrochloride

N-(4-biphenylsulfonyl)-N-tert-butoxycarbonylmethyl-O-benzyl-D-valine

N-(4-biphenylsulfonyl)-N-tert-butoxycarbonylmethyl-D-valine

N-(4-biphenylsulfonyl)-O-benzyl-D-valine

Downstream raw materials:

N-(4-biphenylsulfonyl)-N-hydroxycarbonylmethyl-O-benzyl-D-valinehydroxamic acid

(R)-4-(biphenyl-4-ylsulfonyl)-1-hydroxy-3-isopropylpiperazine-2,6-dione

(R)-1-(benzyloxy)-4-(biphenyl-4-ylsulfonyl)-3-isopropylpiperazine-2,6-dione