(RS)-N-benzyl 2-(t-butoxycarbonylamino)-2-(naphthalen-1-yl)acetamide

Base Information

• Chemical Name: (RS)-N-benzyl 2-(t-butoxycarbonylamino)-2-(naphthalen-1-yl)acetamide
• CAS No.: 1379796-52-7
• Molecular Formula: C₂₄H₂₆N₂O₃
• Molecular Weight: 390.482
• Mol file: 1379796-52-7.mol

Synonyms:(RS)-N-benzyl 2-(t-butoxycarbonylamino)-2-(naphthalen-1-yl)acetamide

Chemical Property of (RS)-N-benzyl 2-(t-butoxycarbonylamino)-2-(naphthalen-1-yl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (RS)-N-benzyl 2-(t-butoxycarbonylamino)-2-(naphthalen-1-yl)acetamide

There total 4 articles about (RS)-N-benzyl 2-(t-butoxycarbonylamino)-2-(naphthalen-1-yl)acetamide 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: 33.0%

2-(tert-butoxycarbonylamino)-2-(naphthalen-1-yl)acetic acid (146621-91-2,146621-93-4,14675-99-1) + benzylamine (100-46-9) → (RS)-N-benzyl 2-(t-butoxycarbonylamino)-2-(naphthalen-1-yl)acetamide (1379796-52-7)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 20 ℃; for 16h;

DOI:10.1016/j.bmc.2012.04.002

Reference yield:

(+/-)-N-tert-butoxycarbonyl-α-1-naphthylglycine methyl ester (896132-09-5) → (RS)-N-benzyl 2-(t-butoxycarbonylamino)-2-(naphthalen-1-yl)acetamide (1379796-52-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hydroxide / tetrahydrofuran; water / 16 h / 20 °C

1.2: pH 1

2.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / acetonitrile / 16 h / 20 °C

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; water; acetonitrile;

DOI:10.1016/j.bmc.2012.04.002

Reference yield:

methyl 1-naphthylacetate (2876-78-0) → (RS)-N-benzyl 2-(t-butoxycarbonylamino)-2-(naphthalen-1-yl)acetamide (1379796-52-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 4-toluenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 20 h

2.1: [RhCl₂(p-cymene)]2 / dichloromethane / 16 h / 20 °C

3.1: lithium hydroxide / tetrahydrofuran; water / 16 h / 20 °C

3.2: pH 1

4.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine / acetonitrile / 16 h / 20 °C

With 4-toluenesulfonyl azide; [RhCl₂(p-cymene)]2; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; acetonitrile;

DOI:10.1016/j.bmc.2012.04.002

upstream raw materials:

(+/-)-N-tert-butoxycarbonyl-α-1-naphthylglycine methyl ester

methyl 1-naphthylacetate

2-(tert-butoxycarbonylamino)-2-(naphthalen-1-yl)acetic acid

benzylamine

Downstream raw materials:

(RS)-N-benzyl 2-amino-2-(naphthalen-1-yl)acetamide

(RS)-N-benzyl 2-amino-2-(naphthalen-1-yl)acetamide hydrochloride