(3S)-3-(tert-butoxycarbonylamino)-4-phenyl-1-(phenylsulfonyl)-2-butanone

Base Information

• Chemical Name: (3S)-3-(tert-butoxycarbonylamino)-4-phenyl-1-(phenylsulfonyl)-2-butanone
• CAS No.: 169701-71-7
• Molecular Formula: C₂₁H₂₅NO₅S
• Molecular Weight: 403.499

Synonyms:(3S)-3-(tert-butoxycarbonylamino)-4-phenyl-1-(phenylsulfonyl)-2-butanone

Chemical Property of (3S)-3-(tert-butoxycarbonylamino)-4-phenyl-1-(phenylsulfonyl)-2-butanone

Chemical Property:

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Technology Process of (3S)-3-(tert-butoxycarbonylamino)-4-phenyl-1-(phenylsulfonyl)-2-butanone

There total 2 articles about (3S)-3-(tert-butoxycarbonylamino)-4-phenyl-1-(phenylsulfonyl)-2-butanone 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: 94.0%

methylphenylsulfonate (3112-85-4) + (S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester (51987-73-6) → (3S)-3-(tert-butoxycarbonylamino)-4-phenyl-1-(phenylsulfonyl)-2-butanone (169701-71-7)

Guidance literature:

methylphenylsulfonate; With n-butyllithium; In tetrahydrofuran; hexane; at -5 ℃; for 0.5h; Inert atmosphere;

(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester; In tetrahydrofuran; hexane; at -78 - 25 ℃; Inert atmosphere;

DOI:10.3390/molecules21060805

Reference yield:

(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester (51987-73-6) + C7H6O2S(2-) → (3S)-3-(tert-butoxycarbonylamino)-4-phenyl-1-(phenylsulfonyl)-2-butanone (169701-71-7)

Guidance literature:

In tetrahydrofuran; at -78 - -30 ℃; for 5h; Yield given;

DOI:10.1016/0040-4039(95)00564-S

Reference yield: 92.0%

(3S)-3-(tert-butoxycarbonylamino)-4-phenyl-1-(phenylsulfonyl)-2-butanone (169701-71-7) + (S)-N-(bromoacetyl)valine methyl ester (169701-39-7) → (S)-2-((S)-3-Benzenesulfonyl-5-tert-butoxycarbonylamino-4-oxo-6-phenyl-hexanoylamino)-3-methyl-butyric acid methyl ester

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 5h; Ambient temperature;

DOI:10.1016/0040-4039(95)00564-S

upstream raw materials:

(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

methylphenylsulfonate

Downstream raw materials:

(2S,3S)-3-(tert-butoxycarbonylamino)-4-phenyl-1-phenylsulfonyl-2-butanol

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