1-[(2-benzyloxy-3-N-benzyloxycarbonyl)-L-isoserinyl]-3,3-di-N-benzyloxycarbonylgaramine

Base Information

• Chemical Name: 1-[(2-benzyloxy-3-N-benzyloxycarbonyl)-L-isoserinyl]-3,3-di-N-benzyloxycarbonylgaramine
• CAS No.: 845258-90-4
• Molecular Formula: C₄₇H₅₆N₄O₁₄
• Molecular Weight: 900.98
• Mol file: 845258-90-4.mol

Synonyms:1-[(2-benzyloxy-3-N-benzyloxycarbonyl)-L-isoserinyl]-3,3-di-N-benzyloxycarbonylgaramine

Chemical Property of 1-[(2-benzyloxy-3-N-benzyloxycarbonyl)-L-isoserinyl]-3,3-di-N-benzyloxycarbonylgaramine

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-[(2-benzyloxy-3-N-benzyloxycarbonyl)-L-isoserinyl]-3,3-di-N-benzyloxycarbonylgaramine

There total 4 articles about 1-[(2-benzyloxy-3-N-benzyloxycarbonyl)-L-isoserinyl]-3,3-di-N-benzyloxycarbonylgaramine 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: 75.0%

C69H78N6O19 (845258-88-0) → 1-[(2-benzyloxy-3-N-benzyloxycarbonyl)-L-isoserinyl]-3,3-di-N-benzyloxycarbonylgaramine (845258-90-4)

Guidance literature:

With sulfuric acid; In methanol;

DOI:10.1016/j.tetlet.2004.11.130

Reference yield:

sisomicin (32385-11-8) → 1-[(2-benzyloxy-3-N-benzyloxycarbonyl)-L-isoserinyl]-3,3-di-N-benzyloxycarbonylgaramine (845258-90-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 65 percent / zinc acetate; TEA / tetrahydrofuran

2: 80 percent / dicyclohexylcarbodiimide; hydroxybenzotriazole / methanol

3: 76 percent / NEt₃ / tetrahydrofuran

4: 75 percent / sulfuric acid / methanol

With TEA; sulfuric acid; zinc diacetate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol;

DOI:10.1016/j.tetlet.2004.11.130

Reference yield:

C61H72N6O17 (556059-94-0) → 1-[(2-benzyloxy-3-N-benzyloxycarbonyl)-L-isoserinyl]-3,3-di-N-benzyloxycarbonylgaramine (845258-90-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / NEt₃ / tetrahydrofuran

2: 75 percent / sulfuric acid / methanol

With sulfuric acid; triethylamine; In tetrahydrofuran; methanol;

DOI:10.1016/j.tetlet.2004.11.130

upstream raw materials:

C₆₉H₇₈N₆O₁₉

sisomicin

C₆₁H₇₂N₆O₁₇

Downstream raw materials:

isepamicin