(S)-3-(4-Methoxy-phenyl)-2-{(S)-3-[methyl-(4-nitro-benzenesulfonyl)-amino]-8-oxo-1-aza-spiro[4.5]deca-6,9-dien-1-yl}-propionic acid methyl ester

Base Information

• Chemical Name: (S)-3-(4-Methoxy-phenyl)-2-{(S)-3-[methyl-(4-nitro-benzenesulfonyl)-amino]-8-oxo-1-aza-spiro[4.5]deca-6,9-dien-1-yl}-propionic acid methyl ester
• CAS No.: 327037-78-5
• Molecular Formula: C₂₇H₂₉N₃O₈S
• Molecular Weight: 555.609

Synonyms:(S)-3-(4-Methoxy-phenyl)-2-{(S)-3-[methyl-(4-nitro-benzenesulfonyl)-amino]-8-oxo-1-aza-spiro[4.5]deca-6,9-dien-1-yl}-propionic acid methyl ester

Chemical Property of (S)-3-(4-Methoxy-phenyl)-2-{(S)-3-[methyl-(4-nitro-benzenesulfonyl)-amino]-8-oxo-1-aza-spiro[4.5]deca-6,9-dien-1-yl}-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-(4-Methoxy-phenyl)-2-{(S)-3-[methyl-(4-nitro-benzenesulfonyl)-amino]-8-oxo-1-aza-spiro[4.5]deca-6,9-dien-1-yl}-propionic acid methyl ester

There total 8 articles about (S)-3-(4-Methoxy-phenyl)-2-{(S)-3-[methyl-(4-nitro-benzenesulfonyl)-amino]-8-oxo-1-aza-spiro[4.5]deca-6,9-dien-1-yl}-propionic acid methyl 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: 51.0%

(S)-2-{(S)-3-(4-Hydroxy-phenyl)-2-[methyl-(4-nitro-benzenesulfonyl)-amino]-propylamino}-3-(4-methoxy-phenyl)-propionic acid methyl ester (327037-77-4) → (S)-3-(4-Methoxy-phenyl)-2-{(S)-3-[methyl-(4-nitro-benzenesulfonyl)-amino]-8-oxo-1-aza-spiro[4.5]deca-6,9-dien-1-yl}-propionic acid methyl ester (327037-78-5)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In various solvent(s); at 20 ℃; for 0.166667h;

DOI:10.1002/1521-3773(20001215)39:24<4593::AID-ANIE4593>3.0.CO;2-X

Reference yield:

methyl (S)-2-amino-3-(4-methoxyphenyl)propionate (17355-19-0) → (S)-3-(4-Methoxy-phenyl)-2-{(S)-3-[methyl-(4-nitro-benzenesulfonyl)-amino]-8-oxo-1-aza-spiro[4.5]deca-6,9-dien-1-yl}-propionic acid methyl ester (327037-78-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH(OAc)3; molecular sieves 4 Angstroem / 25 h / 0 - 20 °C

2: 51 percent / PhI(OAc)2 / various solvent(s) / 0.17 h / 20 °C

With [bis(acetoxy)iodo]benzene; 4 A molecular sieve; sodium tris(acetoxy)borohydride; In various solvent(s);

DOI:10.1002/1521-3773(20001215)39:24<4593::AID-ANIE4593>3.0.CO;2-X

Reference yield:

4-Nitrobenzenesulfonyl chloride (98-74-8) → (S)-3-(4-Methoxy-phenyl)-2-{(S)-3-[methyl-(4-nitro-benzenesulfonyl)-amino]-8-oxo-1-aza-spiro[4.5]deca-6,9-dien-1-yl}-propionic acid methyl ester (327037-78-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 88 percent / DIEA / CH₂Cl₂ / 0.5 h / 20 °C

2: 91 percent / K₂CO₃ / dimethylformamide / 1 h / 20 °C

3: 92 percent / AlCl₃; EtSH / CH₂Cl₂ / 2.5 h / 20 °C

4: 94 percent / BH₃*THF / tetrahydrofuran / 3 h / 0 - 20 °C

5: SO₃*pyr; DMSO; DIEA / 0.17 h / 20 °C

6: NaBH(OAc)3; molecular sieves 4 Angstroem / 25 h / 0 - 20 °C

7: 51 percent / PhI(OAc)2 / various solvent(s) / 0.17 h / 20 °C

With aluminium trichloride; borane-THF; pyridine-SO₃ complex; [bis(acetoxy)iodo]benzene; 4 A molecular sieve; sodium tris(acetoxy)borohydride; potassium carbonate; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; ethanethiol; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/1521-3773(20001215)39:24<4593::AID-ANIE4593>3.0.CO;2-X

upstream raw materials:

(S)-2-{(S)-3-(4-Hydroxy-phenyl)-2-[methyl-(4-nitro-benzenesulfonyl)-amino]-propylamino}-3-(4-methoxy-phenyl)-propionic acid methyl ester

methyl (S)-2-amino-3-(4-methoxyphenyl)propionate

4-Nitrobenzenesulfonyl chloride

N-[1-formyl-2-(4-hydroxy-phenyl)-ethyl]-N-methyl-4-nitro-benzenesulfonamide

Downstream raw materials:

N-[9-(bisbenzyloxyphosphoryloxy)-7-hydroxy-6-(4-methoxybenzyl)-5-azatricyclo[6.3.1.0^1.5]dodec-3-yl]-N-methylcarbamic acid tert-butyl ester

[(1S,3S,6S,7S,8S,9R)-7,9-Dihydroxy-6-(4-methoxy-benzyl)-5-aza-tricyclo[6.3.1.0^1,5]dodec-3-yl]-methyl-carbamic acid tert-butyl ester

[(1S,3S,6S,7S,8R)-7-Hydroxy-6-(4-methoxy-benzyl)-9-oxo-5-aza-tricyclo[6.3.1.0^1,5]dodec-3-yl]-methyl-carbamic acid tert-butyl ester

{(S)-1-[(S)-1-Formyl-2-(4-methoxy-phenyl)-ethyl]-8-oxo-1-aza-spiro[4.5]dec-3-yl}-methyl-carbamic acid tert-butyl ester

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