N-tert-butoxycarbonyl (4S)-4-[(phenylsulfonyl)acetyl]-2,2-dimethyl-1,3-oxazolidine

Base Information

• Chemical Name: N-tert-butoxycarbonyl (4S)-4-[(phenylsulfonyl)acetyl]-2,2-dimethyl-1,3-oxazolidine
• CAS No.: 410082-71-2
• Molecular Formula: C₁₈H₂₅NO₆S
• Molecular Weight: 383.466

Synonyms:N-tert-butoxycarbonyl (4S)-4-[(phenylsulfonyl)acetyl]-2,2-dimethyl-1,3-oxazolidine

Chemical Property of N-tert-butoxycarbonyl (4S)-4-[(phenylsulfonyl)acetyl]-2,2-dimethyl-1,3-oxazolidine

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Technology Process of N-tert-butoxycarbonyl (4S)-4-[(phenylsulfonyl)acetyl]-2,2-dimethyl-1,3-oxazolidine

There total 1 articles about N-tert-butoxycarbonyl (4S)-4-[(phenylsulfonyl)acetyl]-2,2-dimethyl-1,3-oxazolidine 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: 71.0%

methylphenylsulfonate (3112-85-4) + (S)-2,2-dimethyl-oxazolidine-3,4-dicarboxylic acid 3-tert-butyl ester 4-methyl ester (95715-86-9,108149-60-6) → N-tert-butoxycarbonyl (4S)-4-[(phenylsulfonyl)acetyl]-2,2-dimethyl-1,3-oxazolidine (410082-71-2)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0040-4039(01)02145-1

Reference yield: 74.0%

(E)-1-bromo-2-tetradecene (410082-66-5) + N-tert-butoxycarbonyl (4S)-4-[(phenylsulfonyl)acetyl]-2,2-dimethyl-1,3-oxazolidine (410082-71-2) → N-tert-butoxycarbonyl (4S)-4-[1'-oxo-2'-phenylsulfonyl-(4'E)-hexadecenyl]-2,2-dimethyl-1,3-oxazolidine (410082-72-3) + (S)-4-[(E)-2-Benzenesulfonyl-2-((E)-tetradec-2-enyl)-hexadec-4-enoyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; at 20 ℃; for 3h;

DOI:10.1021/jo0162639

Reference yield: 70.0%

1-iodotetradecane (19218-94-1) + N-tert-butoxycarbonyl (4S)-4-[(phenylsulfonyl)acetyl]-2,2-dimethyl-1,3-oxazolidine (410082-71-2) → 4-(2-benzenesulfonyl-hexadecanoyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (411230-53-0)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene;

DOI:10.1016/S0040-4039(01)02145-1

upstream raw materials:

methylphenylsulfonate

(S)-2,2-dimethyl-oxazolidine-3,4-dicarboxylic acid 3-tert-butyl ester 4-methyl ester

Downstream raw materials:

4-(2-benzenesulfonyl-hexadecanoyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

N-tert-butoxycarbonyl (4S)-4-[1'-oxo-2'-phenylsulfonyl-(4'E)-hexadecenyl]-2,2-dimethyl-1,3-oxazolidine

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