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

Base Information

Chemical Name:O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-N-(triphenylmethyl)-L-serine methyl ester
CAS No.:1067639-63-7
Molecular Formula:C₃₁H₂₆N₂O₅
Molecular Weight:506.558
Hs Code.:

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

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

Chemical Property:

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

There total 1 articles about O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-N-(triphenylmethyl)-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: 79.0%

: 524-38-9
N-hydroxyphthalimide

: 13515-76-9,116457-91-1,4465-44-5
methyl N-trityl-L-serinate

: 1067639-63-7
O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-N-(triphenylmethyl)-L-serine methyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In toluene; at 20 ℃; Inert atmosphere;
DOI:10.1055/s-2008-1078600

Reference yield:

: 1067639-63-7
O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-N-(triphenylmethyl)-L-serine methyl ester

: 1427803-75-5
methyl (S)-2-(2-{4-[(4-{[(benzyloxy)carbonyl]amino}-2-oxopyrimidin-1(2H)-yl)methyl]-1H-1,2,3-triazol-1-yl}acetamido)-3-[(1,3-dioxoisoindolin-2-yl)oxy]propanoate

Guidance literature:: Multi-step reaction with 3 steps

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

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; 2,6-di-tert-butyl-4-methylpyridine / dichloromethane / 0.17 h / 20 °C

2.2: 17 h

3.1: copper(ll) sulfate pentahydrate; ascorbic acid / N,N-dimethyl-formamide / 18 h / 20 °C

With 2,6-di-tert-butyl-4-methylpyridine; copper(ll) sulfate pentahydrate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; acetyl chloride; ascorbic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-0032-1317689

Reference yield:

: 1067639-63-7
O-(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-N-(triphenylmethyl)-L-serine methyl ester

: 1427803-61-9
methyl (S)-2-[2-(4-{[(benzyloxy)carbonyl]amino}-2-oxopyrimidin-1(2H)-yl)acetamido]-3-[(1,3-dioxoisoindolin-2-yl)oxy]propanoate

Guidance literature:: Multi-step reaction with 2 steps

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

2.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.17 h / 20 °C

2.2: 18 h / 20 °C

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; acetyl chloride; In methanol; N,N-dimethyl-formamide;
DOI:10.1055/s-0032-1317689