ethyl (R)-N-(2-benzyloxycarbonylamino-3-hydroxy)propyl-N-methylaminoacetate

Base Information

• Chemical Name: ethyl (R)-N-(2-benzyloxycarbonylamino-3-hydroxy)propyl-N-methylaminoacetate
• CAS No.: 211992-86-8
• Molecular Formula: C₁₆H₂₄N₂O₅
• Molecular Weight: 324.377
• Mol file: 211992-86-8.mol

Synonyms:ethyl (R)-N-(2-benzyloxycarbonylamino-3-hydroxy)propyl-N-methylaminoacetate

Chemical Property of ethyl (R)-N-(2-benzyloxycarbonylamino-3-hydroxy)propyl-N-methylaminoacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (R)-N-(2-benzyloxycarbonylamino-3-hydroxy)propyl-N-methylaminoacetate

There total 6 articles about ethyl (R)-N-(2-benzyloxycarbonylamino-3-hydroxy)propyl-N-methylaminoacetate 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: 86.0%

benzyl (R)-4-<(N-ethoxycarbonylmethyl-N-methyl)amino>methyl-2,2-dimethyloxazolidine-3-carboxylate (211992-85-7) → ethyl (R)-N-(2-benzyloxycarbonylamino-3-hydroxy)propyl-N-methylaminoacetate (211992-86-8)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 60 ℃; for 4h;

DOI:10.1248/cpb.46.1160

Reference yield: 84.0%

ethyl bromoacetate (105-36-2) + (R)-2-benzyloxycarbonylamino-3-methylamino-1-propanol (211992-84-6) → ethyl (R)-N-(2-benzyloxycarbonylamino-3-hydroxy)propyl-N-methylaminoacetate (211992-86-8)

Guidance literature:

With potassium carbonate; In acetonitrile; for 2h; Heating;

DOI:10.1248/cpb.46.1160

Reference yield:

N-(benzyloxycarbonyl)-L-serine (1145-80-8) → ethyl (R)-N-(2-benzyloxycarbonylamino-3-hydroxy)propyl-N-methylaminoacetate (211992-86-8)

Guidance literature:

Multi-step reaction with 4 steps

1: NaHCO₃ / dimethylformamide / 16 h / Ambient temperature

2: ethanol / 16 h / Ambient temperature

3: 1.) BH₃*THF, 2.) 1N HCl / 1.) THF, RT, 16 h, 2.) THF, reflux, 1 h

4: 84 percent / K₂CO₃ / acetonitrile / 2 h / Heating

With hydrogenchloride; borane-THF; sodium hydrogencarbonate; potassium carbonate; In ethanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1248/cpb.46.1160

upstream raw materials:

ethyl bromoacetate

(R)-2-benzyloxycarbonylamino-3-methylamino-1-propanol

benzyl (R)-4-<(N-ethoxycarbonylmethyl-N-methyl)amino>methyl-2,2-dimethyloxazolidine-3-carboxylate

N-(benzyloxycarbonyl)-L-serine