N-[(5S)-5-ethyl-3-isopropoxy-5-methyl-4-[4-(methylsulfonyl)phenyl]furan-2(5H)-ylidene]-L-serine methyl ester

Base Information

• Chemical Name: N-[(5S)-5-ethyl-3-isopropoxy-5-methyl-4-[4-(methylsulfonyl)phenyl]furan-2(5H)-ylidene]-L-serine methyl ester
• CAS No.: 906538-77-0
• Molecular Formula: C₂₁H₂₉NO₇S
• Molecular Weight: 439.53

Synonyms:N-[(5S)-5-ethyl-3-isopropoxy-5-methyl-4-[4-(methylsulfonyl)phenyl]furan-2(5H)-ylidene]-L-serine methyl ester

Chemical Property of N-[(5S)-5-ethyl-3-isopropoxy-5-methyl-4-[4-(methylsulfonyl)phenyl]furan-2(5H)-ylidene]-L-serine methyl ester

Chemical Property:

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Technology Process of N-[(5S)-5-ethyl-3-isopropoxy-5-methyl-4-[4-(methylsulfonyl)phenyl]furan-2(5H)-ylidene]-L-serine methyl ester

There total 2 articles about N-[(5S)-5-ethyl-3-isopropoxy-5-methyl-4-[4-(methylsulfonyl)phenyl]furan-2(5H)-ylidene]-L-serine 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:

(5S)-5-ethyl-3-isopropoxy-5-methyl-4-[4-(methylsulfonyl)phenyl]furan-2(5H)-thione (853658-46-5) + (S)-serine methyl ester (2788-84-3) → N-[(5S)-5-ethyl-3-isopropoxy-5-methyl-4-[4-(methylsulfonyl)phenyl]furan-2(5H)-ylidene]-L-serine methyl ester (906538-77-0)

Guidance literature:

With silver trifluoromethanesulfonate; triethylamine; In acetonitrile;

DOI:10.1016/j.bmcl.2005.03.009

Reference yield:

(S)-5-ethyl-5-methyl-3-(1-methylethoxy)-4-[(4-methylsulfonyl)phenyl]-3-oxolen-2-one (189954-93-6) → N-[(5S)-5-ethyl-3-isopropoxy-5-methyl-4-[4-(methylsulfonyl)phenyl]furan-2(5H)-ylidene]-L-serine methyl ester (906538-77-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / Lawesson's reagent / toluene / Heating

2: AgOTf; Et₃N / acetonitrile

With Lawessons reagent; silver trifluoromethanesulfonate; triethylamine; In toluene; acetonitrile;

DOI:10.1016/j.bmcl.2005.03.009

Reference yield:

N-[(5S)-5-ethyl-3-isopropoxy-5-methyl-4-[4-(methylsulfonyl)phenyl]furan-2(5H)-ylidene]-L-serine methyl ester (906538-77-0) → N-[(5S)-5-ethyl-3-isopropoxy-5-methyl-4-[4-(methylsulfonyl)phenyl]furan-2(5H)-ylidene]-L-serine potassium salt

Guidance literature:

With potassium trimethylsilonate; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2005.03.009

upstream raw materials:

(5S)-5-ethyl-3-isopropoxy-5-methyl-4-[4-(methylsulfonyl)phenyl]furan-2(5H)-thione

(S)-serine methyl ester

(S)-5-ethyl-5-methyl-3-(1-methylethoxy)-4-[(4-methylsulfonyl)phenyl]-3-oxolen-2-one

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