(4S)-3-(benzyloxycarbonyl)-4-<3-(p-tolylsulfonyl)propyl>-1,3-oxazolidin-5-one

Base Information

• Chemical Name: (4S)-3-(benzyloxycarbonyl)-4-<3-(p-tolylsulfonyl)propyl>-1,3-oxazolidin-5-one
• CAS No.: 115141-90-7
• Molecular Formula: C₂₁H₂₃NO₇S
• Molecular Weight: 433.482

Synonyms:(4S)-3-(benzyloxycarbonyl)-4-<3-(p-tolylsulfonyl)propyl>-1,3-oxazolidin-5-one

Chemical Property of (4S)-3-(benzyloxycarbonyl)-4-<3-(p-tolylsulfonyl)propyl>-1,3-oxazolidin-5-one

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Technology Process of (4S)-3-(benzyloxycarbonyl)-4-<3-(p-tolylsulfonyl)propyl>-1,3-oxazolidin-5-one

There total 2 articles about (4S)-3-(benzyloxycarbonyl)-4-<3-(p-tolylsulfonyl)propyl>-1,3-oxazolidin-5-one 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:

(S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid (23632-67-9) → (4S)-3-(benzyloxycarbonyl)-4-<3-(p-tolylsulfonyl)propyl>-1,3-oxazolidin-5-one (115141-90-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 11.0 g / BH₃*THF, diborane / tetrahydrofuran / 1.) -25 deg C, 1 h, 2.) 0 deg C, 4 h

2: 13.35 g / pyridine / CH₂Cl₂ / Ambient temperature

With pyridine; borane-THF; diborane; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00117a022

Reference yield:

p-toluenesulfonyl chloride (98-59-9) + (4S)-3-(benzyloxycarbonyl)-4-(3-hydroxypropyl)-1,3-oxazolidin-5-one (115141-89-4) → (4S)-3-(benzyloxycarbonyl)-4-<3-(p-tolylsulfonyl)propyl>-1,3-oxazolidin-5-one (115141-90-7)

Guidance literature:

With pyridine; In dichloromethane; Ambient temperature;

DOI:10.1021/jm00117a022

Reference yield: 58.0%

(4S)-3-(benzyloxycarbonyl)-4-<3-(p-tolylsulfonyl)propyl>-1,3-oxazolidin-5-one (115141-90-7) → (2S)-2--5-(p-tolylsulfonyl)pentanoic acid (115141-91-8)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; for 22h; Ambient temperature;

DOI:10.1021/jm00117a022

upstream raw materials:

p-toluenesulfonyl chloride

(4S)-3-(benzyloxycarbonyl)-4-(3-hydroxypropyl)-1,3-oxazolidin-5-one

(S)-3-[3-(benzyloxycarbonyl)-5-oxooxazolidin-4-yl]propanoic acid

Downstream raw materials:

(2S)-2--5-(p-tolylsulfonyl)pentanoic acid

(2S)-2-<(3S)-3--2-oxo-1-piperidinyl>-4-methylpentanoic acid methyl ester

(2S)-2--5-(p-tolylsulfonyl)pentanoyl-L-leucine methyl ester

L-2-aminobutyryl-(2S)-<(3S)-3-(N-methylamino)-2-oxo-1-piperidinyl>-4-methyl-2-pentanyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

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