(+)-(2R,3S)-N-benzyloxycarbonyl-2,3-methanopropline methyl ester

Base Information

• Chemical Name: (+)-(2R,3S)-N-benzyloxycarbonyl-2,3-methanopropline methyl ester
• CAS No.: 145306-59-8
• Molecular Formula: C₁₅H₁₇NO₄
• Molecular Weight: 275.304
• Mol file: 145306-59-8.mol

Synonyms:

Chemical Property of (+)-(2R,3S)-N-benzyloxycarbonyl-2,3-methanopropline methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-(2R,3S)-N-benzyloxycarbonyl-2,3-methanopropline methyl ester

There total 1 articles about (+)-(2R,3S)-N-benzyloxycarbonyl-2,3-methanopropline methyl 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: 93.0%

methanol (67-56-1) + (+)-(2R,3S)-N-benzyloxycarbonyl-2,3-methanoproline → (+)-(2R,3S)-N-benzyloxycarbonyl-2,3-methanopropline methyl ester (145306-59-8)

Guidance literature:

With sulfuric acid; for 20h; Ambient temperature;

DOI:10.1246/bcsj.65.2668

Reference yield: 66.0%

(+)-(2R,3S)-N-benzyloxycarbonyl-2,3-methanopropline methyl ester (145306-59-8) → (+)-(2R,3S)-2,3-methanoproline methyl ester (145631-97-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 0.5h; under 760 Torr; Ambient temperature;

DOI:10.1246/bcsj.65.2668

Reference yield:

(+)-(2R,3S)-N-benzyloxycarbonyl-2,3-methanopropline methyl ester (145306-59-8) → (+)-(2R,3R)-2,3-methanoglutamic acid (185527-67-7,765241-71-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 66 percent / H₂ / 5percent Pd/C / ethyl acetate / 0.5 h / 760 Torr / Ambient temperature

2: 68 percent / pyridine / CH₂Cl₂ / 2 h / Ambient temperature

3: 24 percent / RuO₂*xH₂O, 10percent aq. NaIO₄ / ethyl acetate / 15 h / Ambient temperature

4: 95 percent / HCl / 3 h / 70 °C

With pyridine; hydrogenchloride; ruthenium(IV) oxide; sodium periodate; hydrogen; palladium on activated charcoal; In dichloromethane; ethyl acetate;

DOI:10.1246/bcsj.65.2668

upstream raw materials:

methanol

Downstream raw materials:

(+)-(2R,3S)-2,3-methanoproline methyl ester

(+)-(2R,3R)-2,3-methanoglutamic acid