(S)-N-tert-butyloxycarbonyl-(3-benzyloxy-2-chloro-4-methoxy)-phenylalanine ethyl ester

Base Information

Chemical Name:(S)-N-tert-butyloxycarbonyl-(3-benzyloxy-2-chloro-4-methoxy)-phenylalanine ethyl ester
CAS No.:220903-33-3
Molecular Formula:C₂₄H₃₀ClNO₆
Molecular Weight:463.958
Hs Code.:

Synonyms:(S)-N-tert-butyloxycarbonyl-(3-benzyloxy-2-chloro-4-methoxy)-phenylalanine ethyl ester

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Chemical Property of (S)-N-tert-butyloxycarbonyl-(3-benzyloxy-2-chloro-4-methoxy)-phenylalanine ethyl ester

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Technology Process of (S)-N-tert-butyloxycarbonyl-(3-benzyloxy-2-chloro-4-methoxy)-phenylalanine ethyl ester

There total 10 articles about (S)-N-tert-butyloxycarbonyl-(3-benzyloxy-2-chloro-4-methoxy)-phenylalanine ethyl 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: 88.0%

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

: (S)-2-Amino-3-(3-benzyloxy-2-chloro-4-methoxy-phenyl)-propionic acid ethyl ester

: 220903-33-3
(S)-N-tert-butyloxycarbonyl-(3-benzyloxy-2-chloro-4-methoxy)-phenylalanine ethyl ester

Guidance literature:: With triethylamine; In methanol; for 15h; Ambient temperature;
DOI:10.1002/(sici)1521-3765(19990104)5:1<227::aid-chem227>3.3.co;2-o

Reference yield:

: 53713-77-2
3-benzyloxy-2-chloro-4-methoxy-benzaldehyde

: 220903-33-3
(S)-N-tert-butyloxycarbonyl-(3-benzyloxy-2-chloro-4-methoxy)-phenylalanine ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / NaBH₄ / tetrahydrofuran; methanol / 5 h / 40 °C

2: 85 percent / PPh₃, CBr₄ / diethyl ether / 20 h / Ambient temperature

3: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, -78 deg C, 5 h

4: HCl, H₂O / tetrahydrofuran / 16 h / Ambient temperature

5: 88 percent / NEt₃ / methanol / 15 h / Ambient temperature

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; carbon tetrabromide; water; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether;
DOI:10.1002/(sici)1521-3765(19990104)5:1<227::aid-chem227>3.3.co;2-o

Reference yield:

: 37687-57-3
2-chloro-3-hydroxy-4-methoxybenzaldehyde

: 220903-33-3
(S)-N-tert-butyloxycarbonyl-(3-benzyloxy-2-chloro-4-methoxy)-phenylalanine ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 93 percent / K₂CO₃ / dimethylformamide / 48 h / Ambient temperature

2: 99 percent / NaBH₄ / tetrahydrofuran; methanol / 5 h / 40 °C

3: 85 percent / PPh₃, CBr₄ / diethyl ether / 20 h / Ambient temperature

4: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, -78 deg C, 5 h

5: HCl, H₂O / tetrahydrofuran / 16 h / Ambient temperature

6: 88 percent / NEt₃ / methanol / 15 h / Ambient temperature

With hydrogenchloride; sodium tetrahydroborate; n-butyllithium; carbon tetrabromide; water; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1002/(sici)1521-3765(19990104)5:1<227::aid-chem227>3.3.co;2-o