D-Leucine, N-[2-[[(1,1-dimethylethoxy)carbonyl]amino]ethyl]-, phenylmethyl ester

Base Information

• Chemical Name: D-Leucine, N-[2-[[(1,1-dimethylethoxy)carbonyl]amino]ethyl]-, phenylmethyl ester
• CAS No.: 849833-82-5
• Molecular Formula: C20H32N2O4
• Molecular Weight: 364.485
• Mol file: 849833-82-5.mol

Synonyms:

Chemical Property of D-Leucine, N-[2-[[(1,1-dimethylethoxy)carbonyl]amino]ethyl]-, phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of D-Leucine, N-[2-[[(1,1-dimethylethoxy)carbonyl]amino]ethyl]-, phenylmethyl ester

There total 9 articles about D-Leucine, N-[2-[[(1,1-dimethylethoxy)carbonyl]amino]ethyl]-, phenylmethyl ester 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: 74.0%

N-(t-butoxycarbonyl)glycinal (89711-08-0) + D-leucine benzyl ester (46741-65-5) → N-(2-Boc-aminoethyl)-D-leucine benzyl ester (849833-82-5)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In methanol; Ambient temperature;

DOI:10.1016/S0040-4039(98)00862-4

Reference yield:

tert-butyl N-(2,3-dihydroxypropyl)carbamate (137618-48-5) → N-(2-Boc-aminoethyl)-D-leucine benzyl ester (849833-82-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / aq. NaIO₄ / 7 h

2: 1,2-dichloro-ethane / 0.5 h

3: 2.27 g / Na(Ac)3BH / 1,2-dichloro-ethane

With sodium periodate; sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane;

DOI:10.1021/ja045145a

Reference yield:

N-Boc-D-Leu (16937-99-8,53296-34-7) → N-(2-Boc-aminoethyl)-D-leucine benzyl ester (849833-82-5)

Guidance literature:

Multi-step reaction with 4 steps

1: Cs₂CO₃ / dimethylformamide / 2 h

2: 5.73 g / p-toluenesulfonic acid / benzene / 3 h / Heating

3: 1,2-dichloro-ethane / 0.5 h

4: 2.27 g / Na(Ac)3BH / 1,2-dichloro-ethane

With sodium tris(acetoxy)borohydride; caesium carbonate; toluene-4-sulfonic acid; In 1,2-dichloro-ethane; N,N-dimethyl-formamide; benzene;

DOI:10.1021/ja045145a

upstream raw materials:

N-(t-butoxycarbonyl)glycinal

D-leucine benzyl ester

di-tert-butyl dicarbonate

N-Boc-D-Leu

Downstream raw materials:

N-(2-Boc-aminoethyl)-N-(thymin-1-ylacetyl)-D-leucine benzyl ester