4(S)-<(tert-butyldimethylsilyl)oxy>-5(R)-<(phenylseleno)methyl>-2-pyrrolidinone

Base Information

• Chemical Name: 4(S)-<(tert-butyldimethylsilyl)oxy>-5(R)-<(phenylseleno)methyl>-2-pyrrolidinone
• CAS No.: 142722-87-0
• Molecular Formula: C₁₇H₂₇NO₂SeSi
• Molecular Weight: 384.452

Synonyms:4(S)-<(tert-butyldimethylsilyl)oxy>-5(R)-<(phenylseleno)methyl>-2-pyrrolidinone

Chemical Property of 4(S)-<(tert-butyldimethylsilyl)oxy>-5(R)-<(phenylseleno)methyl>-2-pyrrolidinone

Chemical Property:

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Technology Process of 4(S)-<(tert-butyldimethylsilyl)oxy>-5(R)-<(phenylseleno)methyl>-2-pyrrolidinone

There total 2 articles about 4(S)-<(tert-butyldimethylsilyl)oxy>-5(R)-<(phenylseleno)methyl>-2-pyrrolidinone 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: 99.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 4(S)-hydroxy-5(R)-<(phenylseleno)methyl>-2-pyrrolidinone (142722-86-9) → 4(S)-<(tert-butyldimethylsilyl)oxy>-5(R)-<(phenylseleno)methyl>-2-pyrrolidinone (142722-87-0)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1021/jo00044a011

Reference yield:

4(S)-hydroxy-5(R)-(iodomethyl)-2-pyrrolidinone (142722-82-5) → 4(S)-<(tert-butyldimethylsilyl)oxy>-5(R)-<(phenylseleno)methyl>-2-pyrrolidinone (142722-87-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaBH₄ / 1) EtOH, 0 deg C, 2) 4 h

2: 99 percent / imidazole / dimethylformamide

With 1H-imidazole; sodium tetrahydroborate; In N,N-dimethyl-formamide;

DOI:10.1021/jo00044a011

Reference yield: 99.0%

3-iodo-2-(2-tetrahydropyranyloxy)propene (142722-89-2) + 4(S)-<(tert-butyldimethylsilyl)oxy>-5(R)-<(phenylseleno)methyl>-2-pyrrolidinone (142722-87-0) → 4(S)-<(tert-butyldimethylsilyl)oxy>-5(R)-<(phenylseleno)methyl>-1-<2-(2-tetrahydropyranyloxy)-2-propenyl>-2-pyrrolidinone (142722-90-5,142722-91-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 0.25h;

DOI:10.1021/jo00044a011

upstream raw materials:

tert-butyldimethylsilyl chloride

4(S)-hydroxy-5(R)-<(phenylseleno)methyl>-2-pyrrolidinone

4(S)-hydroxy-5(R)-(iodomethyl)-2-pyrrolidinone

Downstream raw materials:

4(S)-<(tert-butyldimethylsilyl)oxy>-5(R)-<(phenylseleno)methyl>-1-<2-(2-tetrahydropyranyloxy)-2-propenyl>-2-pyrrolidinone

(1S,6S,8aS)-1-acetoxy-6-aminooctahydroindolizidine

1(S)-acetoxy-6(R)-<(methanesulfonyl)oxy>-(8aS)-indolizidin-3-one

(4S,5R)-4-Hydroxy-5-phenylselanylmethyl-1-[2-(tetrahydro-pyran-2-yloxy)-allyl]-pyrrolidin-2-one

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