Benzoic acid (R)-1-((S)-azido-methoxycarbonyl-methyl)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl ester

Base Information

Chemical Name:Benzoic acid (R)-1-((S)-azido-methoxycarbonyl-methyl)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl ester
CAS No.:160146-93-0
Molecular Formula:C₂₂H₂₀N₄O₆
Molecular Weight:436.424
Hs Code.:

Synonyms:Benzoic acid (R)-1-((S)-azido-methoxycarbonyl-methyl)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl ester

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Chemical Property of Benzoic acid (R)-1-((S)-azido-methoxycarbonyl-methyl)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl ester

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Technology Process of Benzoic acid (R)-1-((S)-azido-methoxycarbonyl-methyl)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl ester

There total 5 articles about Benzoic acid (R)-1-((S)-azido-methoxycarbonyl-methyl)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl 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:

: 160146-92-9
Benzoic acid (R)-1-((R)-bromo-methoxycarbonyl-methyl)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl ester

: 160146-93-0
Benzoic acid (R)-1-((S)-azido-methoxycarbonyl-methyl)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl ester

Guidance literature:: With sodium azide; In dimethyl sulfoxide; for 4h;
DOI:10.1021/jo00098a047

Reference yield:

: 3598-60-5
4-phthalimidobutanal

: 160146-93-0
Benzoic acid (R)-1-((S)-azido-methoxycarbonyl-methyl)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / CH₂Cl₂ / 1 h

2: 96.3 percent / K₃Fe(CN)6, K₂CO₃, K₂Os(OH)3, (DHQD)2-PHAL / 2-methyl-propan-2-ol; H₂O; CH₂Cl₂ / 4 h

3: BF₃*OEt₂

4: NBS / CH₂Cl₂

5: NaN₃ / dimethylsulfoxide / 4 h

With N-Bromosuccinimide; sodium azide; K₂Os(OH)3; boron trifluoride diethyl etherate; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III); In dichloromethane; water; dimethyl sulfoxide; tert-butyl alcohol;
DOI:10.1021/jo00098a047

Reference yield:

: 19991-87-8
Methyl 6-phthalimidohex-2-enoate

: 160146-93-0
Benzoic acid (R)-1-((S)-azido-methoxycarbonyl-methyl)-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 96.3 percent / K₃Fe(CN)6, K₂CO₃, K₂Os(OH)3, (DHQD)2-PHAL / 2-methyl-propan-2-ol; H₂O; CH₂Cl₂ / 4 h

2: BF₃*OEt₂

3: NBS / CH₂Cl₂

4: NaN₃ / dimethylsulfoxide / 4 h

With N-Bromosuccinimide; sodium azide; K₂Os(OH)3; boron trifluoride diethyl etherate; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III); In dichloromethane; water; dimethyl sulfoxide; tert-butyl alcohol;
DOI:10.1021/jo00098a047