tert-butyl (2E)-3[(4R,5R)-4-benzyl-N-(tert-butoxycarbonyl)-5-methyloxazolidin-2-on-5-yl]-3-methylprop-2-enoate

Base Information

• Chemical Name: tert-butyl (2E)-3[(4R,5R)-4-benzyl-N-(tert-butoxycarbonyl)-5-methyloxazolidin-2-on-5-yl]-3-methylprop-2-enoate
• CAS No.: 420803-60-7
• Molecular Formula: C₂₄H₃₃NO₆
• Molecular Weight: 431.529
• Mol file: 420803-60-7.mol

Synonyms:tert-butyl (2E)-3[(4R,5R)-4-benzyl-N-(tert-butoxycarbonyl)-5-methyloxazolidin-2-on-5-yl]-3-methylprop-2-enoate

Chemical Property of tert-butyl (2E)-3[(4R,5R)-4-benzyl-N-(tert-butoxycarbonyl)-5-methyloxazolidin-2-on-5-yl]-3-methylprop-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (2E)-3[(4R,5R)-4-benzyl-N-(tert-butoxycarbonyl)-5-methyloxazolidin-2-on-5-yl]-3-methylprop-2-enoate

There total 9 articles about tert-butyl (2E)-3[(4R,5R)-4-benzyl-N-(tert-butoxycarbonyl)-5-methyloxazolidin-2-on-5-yl]-3-methylprop-2-enoate 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:

(1-benzyl-3-methyl-2-oxo-but-3-enyl)-carbamic acid tert-butyl ester → tert-butyl (2E)-3[(4R,5R)-4-benzyl-N-(tert-butoxycarbonyl)-5-methyloxazolidin-2-on-5-yl]-3-methylprop-2-enoate (420803-60-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: CeCl₃ / tetrahydrofuran

2.1: NaH / tetrahydrofuran / Heating

2.2: 98 percent / tetrahydrofuran / 0 - 20 °C

3.1: O₃ / ethyl acetate / -78 °C

3.2: Me₂S / ethyl acetate / 0 °C

4.1: 3.08 g / CHCl₃ / 24 h / Heating

With cerium(III) chloride; sodium hydride; ozone; In tetrahydrofuran; chloroform; ethyl acetate; 1.1: Grignard addition / 4.1: Wittig reaction;

DOI:10.1039/b203482d

Reference yield:

((1R,2R)-1-Benzyl-2-hydroxy-2,3-dimethyl-but-3-enyl)-carbamic acid tert-butyl ester (420803-52-7) → tert-butyl (2E)-3[(4R,5R)-4-benzyl-N-(tert-butoxycarbonyl)-5-methyloxazolidin-2-on-5-yl]-3-methylprop-2-enoate (420803-60-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / Heating

1.2: 98 percent / tetrahydrofuran / 0 - 20 °C

2.1: O₃ / ethyl acetate / -78 °C

2.2: Me₂S / ethyl acetate / 0 °C

3.1: 3.08 g / CHCl₃ / 24 h / Heating

With sodium hydride; ozone; In tetrahydrofuran; chloroform; ethyl acetate; 3.1: Wittig reaction;

DOI:10.1039/b203482d

Reference yield:

(R)-tert-butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (115186-33-9) → tert-butyl (2E)-3[(4R,5R)-4-benzyl-N-(tert-butoxycarbonyl)-5-methyloxazolidin-2-on-5-yl]-3-methylprop-2-enoate (420803-60-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: tetrahydrofuran

2.1: CeCl₃ / tetrahydrofuran

3.1: NaH / tetrahydrofuran / Heating

3.2: 98 percent / tetrahydrofuran / 0 - 20 °C

4.1: O₃ / ethyl acetate / -78 °C

4.2: Me₂S / ethyl acetate / 0 °C

5.1: 3.08 g / CHCl₃ / 24 h / Heating

With cerium(III) chloride; sodium hydride; ozone; In tetrahydrofuran; chloroform; ethyl acetate; 2.1: Grignard addition / 5.1: Wittig reaction;

DOI:10.1039/b203482d

upstream raw materials:

(tert-Butoxycarbonylmethylene)triphenylphosphorane

(R)-tert-butyl (1-(methoxy(methyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

(R)-tert-butyl-3-oxo-1-phenylbutan-2-ylcarbamate

(1-benzyl-2-hydroxy-3-methyl-but-3-enyl)-carbamic acid tert-butyl ester

Downstream raw materials:

tert-butyl (2R,5R,3E)-5-[N-(tert-butyloxycarbonyl)amino]-2-isopropyl-3,4-dimethyl-6-phenylhex-3-enoate