(+/-)-methyl 2-[[(5-chloro-2-nitrophenyl)methyl]amino]-3-methylbutanoate

Base Information

• Chemical Name: (+/-)-methyl 2-[[(5-chloro-2-nitrophenyl)methyl]amino]-3-methylbutanoate
• CAS No.: 258850-15-6
• Molecular Formula: C₁₃H₁₇ClN₂O₄
• Molecular Weight: 300.742
• Mol file: 258850-15-6.mol

Synonyms:(+/-)-methyl 2-[[(5-chloro-2-nitrophenyl)methyl]amino]-3-methylbutanoate

Chemical Property of (+/-)-methyl 2-[[(5-chloro-2-nitrophenyl)methyl]amino]-3-methylbutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-methyl 2-[[(5-chloro-2-nitrophenyl)methyl]amino]-3-methylbutanoate

There total 1 articles about (+/-)-methyl 2-[[(5-chloro-2-nitrophenyl)methyl]amino]-3-methylbutanoate 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: 89.0%

DL-valine methyl ester hydrochloride (5619-05-6,6306-52-1,7146-15-8) + 5-chloro-2-nitrobenzyl methanesulfonate (209688-13-1) → (+/-)-methyl 2-[[(5-chloro-2-nitrophenyl)methyl]amino]-3-methylbutanoate (258850-15-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 72h; Heating;

DOI:10.1016/S0968-0896(99)00198-4

Reference yield: 89.0%

(+/-)-methyl 2-[[(5-chloro-2-nitrophenyl)methyl]amino]-3-methylbutanoate (258850-15-6) → (+/-)-methyl 2-[[(2-amino-5-chlorophenyl)methyl]amino]-3-methylbutanoate (258850-20-3)

Guidance literature:

With hydrazine hydrate; RaNi; In methanol; for 4h; Heating;

DOI:10.1016/S0968-0896(99)00198-4

Reference yield:

(+/-)-methyl 2-[[(5-chloro-2-nitrophenyl)methyl]amino]-3-methylbutanoate (258850-15-6) → 7-chloro-3-isopropyl-4-(3-methyl-but-2-enyl)-1,3,4,5-tetrahydro-benzo[e][1,4]diazepin-2-one (258849-96-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / hydrazine hydrate / RaNi / methanol / 4 h / Heating

2: 62 percent / Me₃Al / toluene / 0 - 20 °C

3: 77 percent / i-Pr₂EtN / dimethylformamide / 192 h / 0 - 20 °C

With trimethylaluminum; hydrazine hydrate; N-ethyl-N,N-diisopropylamine; RaNi; In methanol; N,N-dimethyl-formamide; toluene; 1: Reduction / 2: Cyclization / 3: Alkylation;

DOI:10.1016/S0968-0896(99)00198-4

upstream raw materials:

DL-valine methyl ester hydrochloride

5-chloro-2-nitrobenzyl methanesulfonate

Downstream raw materials:

(+/-)-methyl 2-[[(2-amino-5-chlorophenyl)methyl]amino]-3-methylbutanoate

7-chloro-3-isopropyl-1,3,4,5-tetrahydro-benzo[e][1,4]diazepin-2-one

7-chloro-3-isopropyl-4-(3-methyl-but-2-enyl)-1,3,4,5-tetrahydro-benzo[e][1,4]diazepin-2-one

7-chloro-3-isopropyl-2-oxo-1,2,3,5-tetrahydro-benzo[e][1,4]diazepine-4-carboxylic acid tert-butyl ester