(R)-N-tert-butyloxycarbonyl-(3-benzyloxy-2-chloro-4-methoxy)-phenylalanine

Base Information

Chemical Name:(R)-N-tert-butyloxycarbonyl-(3-benzyloxy-2-chloro-4-methoxy)-phenylalanine
CAS No.:220903-43-5
Molecular Formula:C₂₂H₂₆ClNO₆
Molecular Weight:435.905
Hs Code.:

Synonyms:(R)-N-tert-butyloxycarbonyl-(3-benzyloxy-2-chloro-4-methoxy)-phenylalanine

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

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

There total 12 articles about (R)-N-tert-butyloxycarbonyl-(3-benzyloxy-2-chloro-4-methoxy)-phenylalanine 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: 99.0%

: 220903-42-4
(R)-N-tert-butyloxycarbonyl-(3-benzyloxy-2-chloro-4-methoxy)-phenylalanine ethyl ester

: 220903-43-5
(R)-N-tert-butyloxycarbonyl-(3-benzyloxy-2-chloro-4-methoxy)-phenylalanine

Guidance literature:: With lithium hydroxide; water; In tetrahydrofuran;
DOI:10.1002/(SICI)1521-3773(19980518)37:9<1236::AID-ANIE1236>3.0.CO;2-F

Reference yield:

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

: 220903-43-5
(R)-N-tert-butyloxycarbonyl-(3-benzyloxy-2-chloro-4-methoxy)-phenylalanine

Guidance literature:: Multi-step reaction with 6 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

6: 99 percent / LiOH, H₂O / tetrahydrofuran / 3 h / Ambient temperature

With hydrogenchloride; lithium hydroxide; 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

: 220903-43-5
(R)-N-tert-butyloxycarbonyl-(3-benzyloxy-2-chloro-4-methoxy)-phenylalanine

Guidance literature:: Multi-step reaction with 7 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

7: 99 percent / LiOH, H₂O / tetrahydrofuran / 3 h / Ambient temperature

With hydrogenchloride; lithium hydroxide; 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