methyl (2R)-2-(N-acetoxy-N-benzylamino)-3-(tert-butyldiphenylsilyloxy)-2-methylpropionate

Base Information

• Chemical Name: methyl (2R)-2-(N-acetoxy-N-benzylamino)-3-(tert-butyldiphenylsilyloxy)-2-methylpropionate
• CAS No.: 857293-96-0
• Molecular Formula: C₃₀H₃₇NO₅Si
• Molecular Weight: 519.713
• Mol file: 857293-96-0.mol

Synonyms:methyl (2R)-2-(N-acetoxy-N-benzylamino)-3-(tert-butyldiphenylsilyloxy)-2-methylpropionate

Chemical Property of methyl (2R)-2-(N-acetoxy-N-benzylamino)-3-(tert-butyldiphenylsilyloxy)-2-methylpropionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2R)-2-(N-acetoxy-N-benzylamino)-3-(tert-butyldiphenylsilyloxy)-2-methylpropionate

There total 6 articles about methyl (2R)-2-(N-acetoxy-N-benzylamino)-3-(tert-butyldiphenylsilyloxy)-2-methylpropionate 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:

N-benzyl-N-[2-(tert-butyldiphenylsilyloxy)-1-(2,2-dimethyl-[1,3]dioxolan-4(R)-yl)-1-methylethyl]hydroxylamine → methyl (2R)-2-(N-acetoxy-N-benzylamino)-3-(tert-butyldiphenylsilyloxy)-2-methylpropionate (857293-96-0)

Guidance literature:

Multi-step reaction with 4 steps

1: -78 - 20 °C

2: H₅IO₆ / diethyl ether / 4 h / 20 °C

3: NaClO₂; NaH₂PO₄; hydrogen peroxide / acetonitrile; H₂O / 4 h / cooling

4: diethyl ether

With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide; periodic acid; In diethyl ether; water; acetonitrile;

DOI:10.1016/j.tetasy.2005.03.013

Reference yield:

(1R)-N-acetoxy-N-benzyl-N-[2-(tert-butyldiphenylsilyloxy)-1-(2,2-dimethyl-[1,3]dioxolan-4(R)-yl)-1-methylethyl]amine (857293-94-8) → methyl (2R)-2-(N-acetoxy-N-benzylamino)-3-(tert-butyldiphenylsilyloxy)-2-methylpropionate (857293-96-0)

Guidance literature:

Multi-step reaction with 3 steps

1: H₅IO₆ / diethyl ether / 4 h / 20 °C

2: NaClO₂; NaH₂PO₄; hydrogen peroxide / acetonitrile; H₂O / 4 h / cooling

3: diethyl ether

With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide; periodic acid; In diethyl ether; water; acetonitrile;

DOI:10.1016/j.tetasy.2005.03.013

Reference yield:

(1R)-N-benzyl-N-[2-(tert-butyldiphenylsilyloxy)-1-(2,2-dimethyl-[1,3]dioxolan-4(R)-yl)-1-methylethyl]hydroxylamine (857293-91-5) → methyl (2R)-2-(N-acetoxy-N-benzylamino)-3-(tert-butyldiphenylsilyloxy)-2-methylpropionate (857293-96-0)

Guidance literature:

Multi-step reaction with 4 steps

1: tetrahydrofuran / 0.5 h / 20 °C

2: HIO₄

3: NaClO₂

With sodium chlorite; periodic acid; In tetrahydrofuran;

DOI:10.1055/s-2002-25358

upstream raw materials:

diazomethane

(1R)-N-acetoxy-N-benzyl-N-[2-(tert-butyldiphenylsilyloxy)-1-(2,2-dimethyl-[1,3]dioxolan-4(R)-yl)-1-methylethyl]amine

(1R)-N-benzyl-N-[2-(tert-butyldiphenylsilyloxy)-1-(2,2-dimethyl-[1,3]dioxolan-4(R)-yl)-1-methylethyl]hydroxylamine

Downstream raw materials:

C₁₄H₁₉NO₅