Allyl (2Z,4RS)-5-acetamido-4-(N-tert-butoxycarbonylamino)-2-benzamidopent-2-enoate

Base Information

Chemical Name:Allyl (2Z,4RS)-5-acetamido-4-(N-tert-butoxycarbonylamino)-2-benzamidopent-2-enoate
CAS No.:365538-21-2
Molecular Formula:C₂₂H₂₉N₃O₆
Molecular Weight:431.489
Hs Code.:

Synonyms:Allyl (2Z,4RS)-5-acetamido-4-(N-tert-butoxycarbonylamino)-2-benzamidopent-2-enoate

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Chemical Property of Allyl (2Z,4RS)-5-acetamido-4-(N-tert-butoxycarbonylamino)-2-benzamidopent-2-enoate

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Technology Process of Allyl (2Z,4RS)-5-acetamido-4-(N-tert-butoxycarbonylamino)-2-benzamidopent-2-enoate

There total 7 articles about Allyl (2Z,4RS)-5-acetamido-4-(N-tert-butoxycarbonylamino)-2-benzamidopent-2-enoate 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: 70.0%

: 106-95-6
allyl bromide

: 365538-15-4
(2Z,4RS)-5-Acetamido-4-(N-tert-butoxycarbonylamino)-2-benzamidopent-2-enoic acid

: 365538-21-2
Allyl (2Z,4RS)-5-acetamido-4-(N-tert-butoxycarbonylamino)-2-benzamidopent-2-enoate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1039/b101702k

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 365538-21-2
Allyl (2Z,4RS)-5-acetamido-4-(N-tert-butoxycarbonylamino)-2-benzamidopent-2-enoate

Guidance literature:: Multi-step reaction with 5 steps

1: 7.7 g / CH₂Cl₂; methanol / 16 h / 20 °C

2: 33 percent / DIBAL-H / toluene; H₂O / -70 - 20 °C

3: 73 percent / DBU / CH₂Cl₂ / 2 h / -20 - 20 °C

4: 93 percent / aq. LiOH / 1,2-dimethoxy-ethane / 3 h / 20 °C

5: 70 percent / K₂CO₃ / dimethylformamide / 1 h / 20 °C

With lithium hydroxide; diisobutylaluminium hydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; toluene; 3: Wittig-Horner olefination;
DOI:10.1039/b101702k

Reference yield:

: 120341-28-8
Methyl 2-(N-Benzoylamino)-2-(dimethoxyphosphinyl)ethanoate

: 365538-21-2
Allyl (2Z,4RS)-5-acetamido-4-(N-tert-butoxycarbonylamino)-2-benzamidopent-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / DBU / CH₂Cl₂ / 2 h / -20 - 20 °C

2: 93 percent / aq. LiOH / 1,2-dimethoxy-ethane / 3 h / 20 °C

3: 70 percent / K₂CO₃ / dimethylformamide / 1 h / 20 °C

With lithium hydroxide; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide; 1: Wittig-Horner olefination;
DOI:10.1039/b101702k