Benzamide, 2-amino-N-(2,2-diethoxy-1-phenylethyl)-3-hydroxy-, (R)-

Base Information

• Chemical Name: Benzamide, 2-amino-N-(2,2-diethoxy-1-phenylethyl)-3-hydroxy-, (R)-
• CAS No.: 141191-06-2
• Molecular Formula: C₁₉H₂₄N₂O₄
• Molecular Weight: 344.411
• Mol file: 141191-06-2.mol

Synonyms:

Chemical Property of Benzamide, 2-amino-N-(2,2-diethoxy-1-phenylethyl)-3-hydroxy-, (R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzamide, 2-amino-N-(2,2-diethoxy-1-phenylethyl)-3-hydroxy-, (R)-

There total 5 articles about Benzamide, 2-amino-N-(2,2-diethoxy-1-phenylethyl)-3-hydroxy-, (R)- 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:

Boc-D-Phg-OH (33125-05-2) → N-(2-amino-3-hydroxybenzoyl)-D-phenylglycinal diethyl acetal (141191-06-2)

Guidance literature:

Multi-step reaction with 6 steps

1: KHCO₃ / dimethylformamide / 3 h / Ambient temperature

2: LiCl, NaBH₄ / tetrahydrofuran; ethanol / 1.) 0 deg C, 30 min, 2.) RT, 5 h

3: sulfur trioxide-pyridine complex (Py*SO₃), triethylamine / dimethylsulfoxide; CH₂Cl₂ / 0.25 h / Ambient temperature

4: 30 percent / 0.4 M cerium chloride heptahydrate / ethanol / 50 - 60 °C

5: 8percent HCl / ethanol / 1 h / Ambient temperature

6: diethyl phosphorocyanidate (DEPC), N,N-diisopropylethylamine / dimethylformamide / 1.) 0 deg C, 0.5 h, 2.) RT, 4.5 h

With hydrogenchloride; sodium tetrahydroborate; cerium(III) chloride; diethyl cyanophosphonate; sulfur trioxide pyridine complex; potassium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

(R)-N-(tert-butoxycarbonyl)phenylglycine methyl ester (141190-94-5,143978-88-5) → N-(2-amino-3-hydroxybenzoyl)-D-phenylglycinal diethyl acetal (141191-06-2)

Guidance literature:

Multi-step reaction with 5 steps

1: LiCl, NaBH₄ / tetrahydrofuran; ethanol / 1.) 0 deg C, 30 min, 2.) RT, 5 h

2: sulfur trioxide-pyridine complex (Py*SO₃), triethylamine / dimethylsulfoxide; CH₂Cl₂ / 0.25 h / Ambient temperature

3: 30 percent / 0.4 M cerium chloride heptahydrate / ethanol / 50 - 60 °C

4: 8percent HCl / ethanol / 1 h / Ambient temperature

5: diethyl phosphorocyanidate (DEPC), N,N-diisopropylethylamine / dimethylformamide / 1.) 0 deg C, 0.5 h, 2.) RT, 4.5 h

With hydrogenchloride; sodium tetrahydroborate; cerium(III) chloride; diethyl cyanophosphonate; sulfur trioxide pyridine complex; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

(R)-N-(tert-butoxycarbonyl)phenylglycinol (67341-01-9,117049-14-6,138457-46-2,102089-74-7) → N-(2-amino-3-hydroxybenzoyl)-D-phenylglycinal diethyl acetal (141191-06-2)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfur trioxide-pyridine complex (Py*SO₃), triethylamine / dimethylsulfoxide; CH₂Cl₂ / 0.25 h / Ambient temperature

2: 30 percent / 0.4 M cerium chloride heptahydrate / ethanol / 50 - 60 °C

3: 8percent HCl / ethanol / 1 h / Ambient temperature

4: diethyl phosphorocyanidate (DEPC), N,N-diisopropylethylamine / dimethylformamide / 1.) 0 deg C, 0.5 h, 2.) RT, 4.5 h

With hydrogenchloride; cerium(III) chloride; diethyl cyanophosphonate; sulfur trioxide pyridine complex; triethylamine; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

upstream raw materials:

Boc-D-Phg-OH

(R)-N-(tert-butoxycarbonyl)phenylglycine methyl ester

(R)-N-(tert-butoxycarbonyl)phenylglycinol

(2R)-2-N-(tert-butoxycarbonyl)amino-2-phenylethanal

Downstream raw materials:

(R)-N-(2-amino-3-hydroxybenzoyl)-2,2-bis(3'-indolyl)-1-phenylethylamine

(2S,3R)-9-Hydroxy-2-(1H-indol-3-yl)-3-phenyl-1,2,3,4-tetrahydro-benzo[e][1,4]diazepin-5-one

(2R,3R)-1,2,3,4-tetrahydro-9-hydroxy-2-(3'-indolyl)-3-phenyl-5H-1,4-benzodiazepin-5-one