(S)-2-Acetylamino-3-[4-(6-tert-butoxycarbonylamino-hexyloxy)-phenyl]-propionic acid

Base Information

Chemical Name:(S)-2-Acetylamino-3-[4-(6-tert-butoxycarbonylamino-hexyloxy)-phenyl]-propionic acid
CAS No.:142356-20-5
Molecular Formula:C₂₂H₃₄N₂O₆
Molecular Weight:422.522
Hs Code.:

Synonyms:(S)-2-Acetylamino-3-[4-(6-tert-butoxycarbonylamino-hexyloxy)-phenyl]-propionic acid

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Chemical Property of (S)-2-Acetylamino-3-[4-(6-tert-butoxycarbonylamino-hexyloxy)-phenyl]-propionic acid

Chemical Property:

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Technology Process of (S)-2-Acetylamino-3-[4-(6-tert-butoxycarbonylamino-hexyloxy)-phenyl]-propionic acid

There total 7 articles about (S)-2-Acetylamino-3-[4-(6-tert-butoxycarbonylamino-hexyloxy)-phenyl]-propionic acid 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:

: 6404-29-1
6-(tert-butoxycarbonylamino)hexanoic acid

: 142356-20-5
(S)-2-Acetylamino-3-[4-(6-tert-butoxycarbonylamino-hexyloxy)-phenyl]-propionic acid

Guidance literature:: Multi-step reaction with 7 steps

1: BH₃ / tetrahydrofuran / 1 h

2: Ph₃P, CBr₄ / tetrahydrofuran; acetonitrile / 24 h

3: 1.) NaH / 1.) DMF, 1 h, 2.) DMF, 24 h

4: 100 percent / Cs₂CO₃ / dimethylformamide / 18 h

5: H₂ / 10percent Pd/C / ethanol / 12 h

6: 95 percent / NaHCO₃ / ethyl acetate / 18 h / Ambient temperature

7: LiOH / tetrahydrofuran; methanol; H₂O / 18 h

With lithium hydroxide; carbon tetrabromide; borane; hydrogen; sodium hydride; sodium hydrogencarbonate; caesium carbonate; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00042a007

Reference yield:

: 75937-12-1
6-(Boc-amino)-1-hexanol

: 142356-20-5
(S)-2-Acetylamino-3-[4-(6-tert-butoxycarbonylamino-hexyloxy)-phenyl]-propionic acid

Guidance literature:: Multi-step reaction with 6 steps

1: Ph₃P, CBr₄ / tetrahydrofuran; acetonitrile / 24 h

2: 1.) NaH / 1.) DMF, 1 h, 2.) DMF, 24 h

3: 100 percent / Cs₂CO₃ / dimethylformamide / 18 h

4: H₂ / 10percent Pd/C / ethanol / 12 h

5: 95 percent / NaHCO₃ / ethyl acetate / 18 h / Ambient temperature

6: LiOH / tetrahydrofuran; methanol; H₂O / 18 h

With lithium hydroxide; carbon tetrabromide; hydrogen; sodium hydride; sodium hydrogencarbonate; caesium carbonate; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00042a007

Reference yield:

: 142356-33-0
tert-butyl 6-bromohexylcarbamate

: 142356-20-5
(S)-2-Acetylamino-3-[4-(6-tert-butoxycarbonylamino-hexyloxy)-phenyl]-propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) NaH / 1.) DMF, 1 h, 2.) DMF, 24 h

2: 100 percent / Cs₂CO₃ / dimethylformamide / 18 h

3: H₂ / 10percent Pd/C / ethanol / 12 h

4: 95 percent / NaHCO₃ / ethyl acetate / 18 h / Ambient temperature

5: LiOH / tetrahydrofuran; methanol; H₂O / 18 h

With lithium hydroxide; hydrogen; sodium hydride; sodium hydrogencarbonate; caesium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm00042a007