(4R,5S)-1-benzyloxycarbonylamino-4-benzyloxymethoxy-methylimidazolidin-2-one-5-carboxylic acid

Base Information

• Chemical Name: (4R,5S)-1-benzyloxycarbonylamino-4-benzyloxymethoxy-methylimidazolidin-2-one-5-carboxylic acid
• CAS No.: 429691-52-1
• Molecular Formula: C₂₁H₂₂N₂O₇
• Molecular Weight: 414.415
• Mol file: 429691-52-1.mol

Synonyms:(4R,5S)-1-benzyloxycarbonylamino-4-benzyloxymethoxy-methylimidazolidin-2-one-5-carboxylic acid

Chemical Property of (4R,5S)-1-benzyloxycarbonylamino-4-benzyloxymethoxy-methylimidazolidin-2-one-5-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5S)-1-benzyloxycarbonylamino-4-benzyloxymethoxy-methylimidazolidin-2-one-5-carboxylic acid

There total 1 articles about (4R,5S)-1-benzyloxycarbonylamino-4-benzyloxymethoxy-methylimidazolidin-2-one-5-carboxylic acid 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: 70.0%

(2S,3R)-3-aminocarbonyl-2-benzyloxycarbonylamino-4-benzyloxymethoxybutanoic acid (429691-51-0) → (4R,5S)-1-benzyloxycarbonylamino-4-benzyloxymethoxy-methylimidazolidin-2-one-5-carboxylic acid (429691-52-1)

Guidance literature:

With sodium hydroxide; sodium hypochlorite; at 10 - 55 ℃; for 1.83333h;

DOI:10.1055/s-2002-20035

Reference yield:

(4R,5S)-1-benzyloxycarbonylamino-4-benzyloxymethoxy-methylimidazolidin-2-one-5-carboxylic acid (429691-52-1) → (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione (28092-52-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / H₂ / 10 percent Pd(OH)2/C / aq. methanol / 17 h / 20 °C / 2574.28 Torr

2: 84 percent / NaH / dimethylformamide / 17 h / 20 °C

3: 92 percent / AcSK / dimethylformamide

With hydrogen; sodium hydride; potassium thioacetate; palladium dihydroxide; In methanol; N,N-dimethyl-formamide;

DOI:10.1055/s-2002-20035

Reference yield:

(4R,5S)-1-benzyloxycarbonylamino-4-benzyloxymethoxy-methylimidazolidin-2-one-5-carboxylic acid (429691-52-1) → (3aS,6aR)-1,3-dibenzyltetrahydro-1H-furo[3,4-d]imidazole-2,4-dione (28092-62-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / H₂ / 10 percent Pd(OH)2/C / aq. methanol / 17 h / 20 °C / 2574.28 Torr

2: 84 percent / NaH / dimethylformamide / 17 h / 20 °C

With hydrogen; sodium hydride; palladium dihydroxide; In methanol; N,N-dimethyl-formamide;

DOI:10.1055/s-2002-20035

upstream raw materials:

(2S,3R)-3-aminocarbonyl-2-benzyloxycarbonylamino-4-benzyloxymethoxybutanoic acid

Downstream raw materials:

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-furo[3,4-d]imidazole-2,4-dione

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione