5-(2-tert-butoxycarbonylamino-2-carboxy-ethyl)-2-ethoxycarbonylmethoxy-benzoic acid ethyl ester

Base Information

• Chemical Name: 5-(2-tert-butoxycarbonylamino-2-carboxy-ethyl)-2-ethoxycarbonylmethoxy-benzoic acid ethyl ester
• CAS No.: 623563-66-6
• Molecular Formula: C₂₁H₂₉NO₉
• Molecular Weight: 439.463

Synonyms:5-(2-tert-butoxycarbonylamino-2-carboxy-ethyl)-2-ethoxycarbonylmethoxy-benzoic acid ethyl ester

Chemical Property of 5-(2-tert-butoxycarbonylamino-2-carboxy-ethyl)-2-ethoxycarbonylmethoxy-benzoic acid ethyl ester

Chemical Property:

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Technology Process of 5-(2-tert-butoxycarbonylamino-2-carboxy-ethyl)-2-ethoxycarbonylmethoxy-benzoic acid ethyl ester

There total 4 articles about 5-(2-tert-butoxycarbonylamino-2-carboxy-ethyl)-2-ethoxycarbonylmethoxy-benzoic acid 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: 100.0%

Ethyl 5-{(2S)-3-(Benzyloxy)-2-[(tert-butoxycarbonyl)amino]-3-oxopropyl}-2-(2-ethoxy-2-oxoethoxy)benzoate (292836-02-3) → 5-(2-tert-butoxycarbonylamino-2-carboxy-ethyl)-2-ethoxycarbonylmethoxy-benzoic acid ethyl ester (623563-66-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; under 760 Torr;

DOI:10.1016/S0960-894X(03)00725-X

Reference yield:

N-tert-butyloxycarbonyl-3-iodo-L-tyrosine (71400-63-0,478183-68-5) → 5-(2-tert-butoxycarbonylamino-2-carboxy-ethyl)-2-ethoxycarbonylmethoxy-benzoic acid ethyl ester (623563-66-6)

Guidance literature:

Multi-step reaction with 4 steps

1: NaHCO₃ / Heating

2: Pd(dppf)Cl₂ / 60 °C / 3040 Torr

3: 98 percent / K₂CO₃ / Heating

4: 100 percent / H₂ / Pd/C / ethanol / 760 Torr

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; hydrogen; sodium hydrogencarbonate; potassium carbonate; palladium on activated charcoal; In ethanol;

DOI:10.1016/S0960-894X(03)00725-X

Reference yield:

(2S)-2-tert-butoxycarbonylamino-3-(4-hydroxy-3-iodo-phenyl)-propionic acid benzyl ester (268741-98-6) → 5-(2-tert-butoxycarbonylamino-2-carboxy-ethyl)-2-ethoxycarbonylmethoxy-benzoic acid ethyl ester (623563-66-6)

Guidance literature:

Multi-step reaction with 3 steps

1: Pd(dppf)Cl₂ / 60 °C / 3040 Torr

2: 98 percent / K₂CO₃ / Heating

3: 100 percent / H₂ / Pd/C / ethanol / 760 Torr

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; hydrogen; potassium carbonate; palladium on activated charcoal; In ethanol;

DOI:10.1016/S0960-894X(03)00725-X

upstream raw materials:

Ethyl 5-{(2S)-3-(Benzyloxy)-2-[(tert-butoxycarbonyl)amino]-3-oxopropyl}-2-(2-ethoxy-2-oxoethoxy)benzoate

N-tert-butyloxycarbonyl-3-iodo-L-tyrosine

(2S)-2-tert-butoxycarbonylamino-3-(4-hydroxy-3-iodo-phenyl)-propionic acid benzyl ester

Ethyl 5-{(2S)-3-(Benzyloxy)-2-[(tert-butoxycarbonyl)amino]-3-oxopropyl}-2-hydroxybenzoate

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