O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-N[(phenylmethoxy)carbonyl]-L-serine methyl ester

Base Information

• Chemical Name: O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-N[(phenylmethoxy)carbonyl]-L-serine methyl ester
• CAS No.: 1067639-65-9
• Molecular Formula: C₂₀H₁₈N₂O₇
• Molecular Weight: 398.372
• Mol file: 1067639-65-9.mol

Synonyms:O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-N[(phenylmethoxy)carbonyl]-L-serine methyl ester

Chemical Property of O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-N[(phenylmethoxy)carbonyl]-L-serine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-N[(phenylmethoxy)carbonyl]-L-serine methyl ester

There total 3 articles about O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-N[(phenylmethoxy)carbonyl]-L-serine 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: 98.0%

O-phthalimido-L-serine methyl ester hydrochloride (1427803-60-8) + benzyl chloroformate (501-53-1,94274-21-2) → O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-N[(phenylmethoxy)carbonyl]-L-serine methyl ester (1067639-65-9)

Guidance literature:

With sodium hydrogencarbonate; at 20 ℃;

DOI:10.1055/s-0032-1317689

Reference yield:

C12H12N2O5 (1067639-69-3) + benzyl chloroformate (501-53-1,94274-21-2) → O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-N[(phenylmethoxy)carbonyl]-L-serine methyl ester (1067639-65-9)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1055/s-2008-1078600

Reference yield:

O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-N-(triphenylmethyl)-L-serine methyl ester (1067639-63-7) → O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-N[(phenylmethoxy)carbonyl]-L-serine methyl ester (1067639-65-9)

Guidance literature:

Multi-step reaction with 2 steps

1: acetyl chloride / methanol / 1 h / 0 °C

2: sodium hydrogencarbonate / 20 °C

With sodium hydrogencarbonate; acetyl chloride; In methanol;

DOI:10.1055/s-0032-1317689

upstream raw materials:

C₁₂H₁₂N₂O₅

benzyl chloroformate

O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-N-(triphenylmethyl)-L-serine methyl ester

O-phthalimido-L-serine methyl ester hydrochloride

Downstream raw materials:

N-benzyloxycarbonyl-L-serine methyl ester

3-{[(1,1-dimethylethoxy)carbonyl]aminooxy}-N-[(phenylmethoxy)carbonyl]-L-serine methyl ester

2-benzyloxycarbonylamino-acrylic acid

methyl (S)-2-{[(benzyloxy)carbonyl](tert-butoxycarbonyl)amino}-3-{[bis(tert-butoxycarbonyl)amino]oxy}propanoate