N-(7-azido-N-Cbz-4-azaheptanoyl)-N'-(4-benzoyloxyphenylacetyl-D-asparaginyl)-1,5-pentanediamine

Base Information

Chemical Name:N-(7-azido-N-Cbz-4-azaheptanoyl)-N'-(4-benzoyloxyphenylacetyl-D-asparaginyl)-1,5-pentanediamine
CAS No.:186371-05-1
Molecular Formula:C₃₈H₄₈N₈O₇
Molecular Weight:728.849
Hs Code.:

Synonyms:N-(7-azido-N-Cbz-4-azaheptanoyl)-N'-(4-benzoyloxyphenylacetyl-D-asparaginyl)-1,5-pentanediamine

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Chemical Property of N-(7-azido-N-Cbz-4-azaheptanoyl)-N'-(4-benzoyloxyphenylacetyl-D-asparaginyl)-1,5-pentanediamine

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Technology Process of N-(7-azido-N-Cbz-4-azaheptanoyl)-N'-(4-benzoyloxyphenylacetyl-D-asparaginyl)-1,5-pentanediamine

There total 9 articles about N-(7-azido-N-Cbz-4-azaheptanoyl)-N'-(4-benzoyloxyphenylacetyl-D-asparaginyl)-1,5-pentanediamine 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: 95.0%

: 177906-35-3
(4-benzyloxyphenyl)acetic acid succinimidyl ester

: 186371-02-8
N-(7-azido-N-Cbz-4-azaheptanoyl)-N'-(D-asparaginyl)-1,5-pentanediamine

: 186371-05-1
N-(7-azido-N-Cbz-4-azaheptanoyl)-N'-(4-benzoyloxyphenylacetyl-D-asparaginyl)-1,5-pentanediamine

Guidance literature:: With TEA; In N,N-dimethyl-formamide; for 12h; Ambient temperature;
DOI:10.1248/cpb.45.93

Reference yield:

: 10494-79-8
methyl N-(3-hydroxypropyl)-β-alaninate

: 186371-05-1
N-(7-azido-N-Cbz-4-azaheptanoyl)-N'-(4-benzoyloxyphenylacetyl-D-asparaginyl)-1,5-pentanediamine

Guidance literature:: Multi-step reaction with 8 steps

1: NaHCO₃ / dimethylsulfoxide; ethyl acetate / Ambient temperature

2: pyridine / CH₂Cl₂ / 4 h / 0 °C

3: NaN₃ / dimethylformamide / 48 h / Ambient temperature

4: 99 percent / 1.0 N NaOH / methanol / 1.5 h / 60 °C

5: DCC / acetone; ethyl acetate / 12 h / 0 °C

6: dimethylformamide / Ambient temperature

7: TFA / CH₂Cl₂ / 3 h / 0 °C

8: 95 percent / TEA / dimethylformamide / 12 h / Ambient temperature

With pyridine; sodium hydroxide; sodium azide; TEA; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1248/cpb.45.93

Reference yield:

: 177906-27-3
methyl 4-benzyloxycarbonyl-7-hydroxy-4-azaheptanoate

: 186371-05-1
N-(7-azido-N-Cbz-4-azaheptanoyl)-N'-(4-benzoyloxyphenylacetyl-D-asparaginyl)-1,5-pentanediamine

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / CH₂Cl₂ / 4 h / 0 °C

2: NaN₃ / dimethylformamide / 48 h / Ambient temperature

3: 99 percent / 1.0 N NaOH / methanol / 1.5 h / 60 °C

4: DCC / acetone; ethyl acetate / 12 h / 0 °C

5: dimethylformamide / Ambient temperature

6: TFA / CH₂Cl₂ / 3 h / 0 °C

7: 95 percent / TEA / dimethylformamide / 12 h / Ambient temperature

With pyridine; sodium hydroxide; sodium azide; TEA; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1248/cpb.45.93