(2S)-5'-<(Benzyloxycarbonyl)acetyl>-N-(tert-butyloxycarbonyl)-2'-methoxy-N-methylphenylalanin-methylester

Base Information

Chemical Name:(2S)-5'-<(Benzyloxycarbonyl)acetyl>-N-(tert-butyloxycarbonyl)-2'-methoxy-N-methylphenylalanin-methylester
CAS No.:91465-29-1
Molecular Formula:C₂₇H₃₃NO₈
Molecular Weight:499.561
Hs Code.:

Synonyms:(2S)-5'-<(Benzyloxycarbonyl)acetyl>-N-(tert-butyloxycarbonyl)-2'-methoxy-N-methylphenylalanin-methylester

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Chemical Property of (2S)-5'-<(Benzyloxycarbonyl)acetyl>-N-(tert-butyloxycarbonyl)-2'-methoxy-N-methylphenylalanin-methylester

Chemical Property:

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Technology Process of (2S)-5'-<(Benzyloxycarbonyl)acetyl>-N-(tert-butyloxycarbonyl)-2'-methoxy-N-methylphenylalanin-methylester

There total 7 articles about (2S)-5'-<(Benzyloxycarbonyl)acetyl>-N-(tert-butyloxycarbonyl)-2'-methoxy-N-methylphenylalanin-methylester 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:

: 91420-99-4
3-formyl-4-methoxy-benzoic acid

: 91465-29-1
(2S)-5'-<(Benzyloxycarbonyl)acetyl>-N-(tert-butyloxycarbonyl)-2'-methoxy-N-methylphenylalanin-methylester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) 1N NaOH / 2.) DMF, 4 h, 70 deg C

2: 72 percent / t-BuOK / CH₂Cl₂ / 1.) <= -60 deg C, 2.) room temperature, 3 h

3: 78 percent / K₂CO₃ / dimethylformamide / 72 h

4: 97 percent / H₂ / >-tetrafluoroborate / ethanol / 18 h / 40 °C / 2206.5 Torr

5: 82 percent / H₂ / 5percent Pd/C / methanol / 2 h / 2206.5 Torr / Ambient temperature

6: 1.) N,N'-carbonyldiimidazole / 1.)THF, 30 min, room temperature 2.) 5h, 50 deg C

With sodium hydroxide; potassium tert-butylate; hydrogen; potassium carbonate; 1,1'-carbonyldiimidazole; palladium on activated charcoal; >-tetrafluoroborate; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/jlac.198419840616

Reference yield:

: 121056-95-9,89524-98-1
trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate

: 91465-29-1
(2S)-5'-<(Benzyloxycarbonyl)acetyl>-N-(tert-butyloxycarbonyl)-2'-methoxy-N-methylphenylalanin-methylester

Guidance literature:: Multi-step reaction with 5 steps

1: 72 percent / t-BuOK / CH₂Cl₂ / 1.) <= -60 deg C, 2.) room temperature, 3 h

2: 78 percent / K₂CO₃ / dimethylformamide / 72 h

3: 97 percent / H₂ / >-tetrafluoroborate / ethanol / 18 h / 40 °C / 2206.5 Torr

4: 82 percent / H₂ / 5percent Pd/C / methanol / 2 h / 2206.5 Torr / Ambient temperature

5: 1.) N,N'-carbonyldiimidazole / 1.)THF, 30 min, room temperature 2.) 5h, 50 deg C

With potassium tert-butylate; hydrogen; potassium carbonate; 1,1'-carbonyldiimidazole; palladium on activated charcoal; >-tetrafluoroborate; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/jlac.198419840616

Reference yield:

: 91421-02-2,91421-03-3
(EZ)-5'-Benzyloxycarbonyl-N-(tert-butyloxycarbonyl)-2,3-didehydro-2'-methoxyphenylalanin-methylester

: 91465-29-1
(2S)-5'-<(Benzyloxycarbonyl)acetyl>-N-(tert-butyloxycarbonyl)-2'-methoxy-N-methylphenylalanin-methylester

Guidance literature:: Multi-step reaction with 4 steps

1: 78 percent / K₂CO₃ / dimethylformamide / 72 h

2: 97 percent / H₂ / >-tetrafluoroborate / ethanol / 18 h / 40 °C / 2206.5 Torr

3: 82 percent / H₂ / 5percent Pd/C / methanol / 2 h / 2206.5 Torr / Ambient temperature

4: 1.) N,N'-carbonyldiimidazole / 1.)THF, 30 min, room temperature 2.) 5h, 50 deg C

With hydrogen; potassium carbonate; 1,1'-carbonyldiimidazole; palladium on activated charcoal; >-tetrafluoroborate; In methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1002/jlac.198419840616