[(2S,5S)-4-benzyl-5-hydroxymethyl-3,6-dioxopiperazin-2-yl]acetic acid ally ester

Base Information

• Chemical Name: [(2S,5S)-4-benzyl-5-hydroxymethyl-3,6-dioxopiperazin-2-yl]acetic acid ally ester
• CAS No.: 1005760-99-5
• Molecular Formula: C₁₇H₂₀N₂O₅
• Molecular Weight: 332.356

Synonyms:[(2S,5S)-4-benzyl-5-hydroxymethyl-3,6-dioxopiperazin-2-yl]acetic acid ally ester

Chemical Property of [(2S,5S)-4-benzyl-5-hydroxymethyl-3,6-dioxopiperazin-2-yl]acetic acid ally ester

Chemical Property:

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Technology Process of [(2S,5S)-4-benzyl-5-hydroxymethyl-3,6-dioxopiperazin-2-yl]acetic acid ally ester

There total 5 articles about [(2S,5S)-4-benzyl-5-hydroxymethyl-3,6-dioxopiperazin-2-yl]acetic acid ally 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: 81.0%

(S)-N-benzyl-3-tert-butoxycarbonylamino-N-[(S)-2-hydroxy-1-methoxycarbonylethyl]succinamic acid ally ester (1005760-95-1) → [(2S,5S)-4-benzyl-5-hydroxymethyl-3,6-dioxopiperazin-2-yl]acetic acid ally ester (1005760-99-5)

Guidance literature:

(S)-N-benzyl-3-tert-butoxycarbonylamino-N-[(S)-2-hydroxy-1-methoxycarbonylethyl]succinamic acid ally ester; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

With sodium hydrogencarbonate; In water; ethyl acetate; at 20 ℃; Further stages.;

DOI:10.1021/jo702072z

Reference yield:

C2HF3O2*C18H24N2O6 → [(2S,5S)-4-benzyl-5-hydroxymethyl-3,6-dioxopiperazin-2-yl]acetic acid ally ester (1005760-99-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1002/chem.201200457

Reference yield:

2C2HF3O2*C18H24N2O6 → [(2S,5S)-4-benzyl-5-hydroxymethyl-3,6-dioxopiperazin-2-yl]acetic acid ally ester (1005760-99-5)

Guidance literature:

With triethylamine; In d⁽⁴⁾-methanol; for 0.416667h;

DOI:10.1016/j.tet.2010.10.007

upstream raw materials:

(S)-N-benzyl-3-tert-butoxycarbonylamino-N-[(S)-2-hydroxy-1-methoxycarbonylethyl]succinamic acid ally ester

4-allyl 1-[(2S)-2-(benzylamino)-3-methoxy-3-oxopropyl] N-(tert-butoxycarbonyl)-L-aspartate

(S)-4-(allyloxy)-2-((tert-butoxycarbonyl)amino)-4-oxobutanoic acid

Downstream raw materials:

[(2S,5S)-5-azidomethyl-4-benzyl-3,6-dioxopiperazin-2-yl]acetic acid ally ester

[(2S,5S)-4-benzyl-5-(tert-butoxycarbonylaminomethyl)-3,6-dioxopiperazin-2-yl]acetic acid ally ester

[(2S,5S)-4-benzyl-5-(tert-butoxycarbonylaminomethyl)-3,6-dioxopiperazin-2-yl]acetic acid

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