t-butyl (S)-4-fluoro-3-[[[4-methoxy-1,4-dioxo-2-aminobutyl]methylamino]methyl]benzoate

Base Information

• Chemical Name: t-butyl (S)-4-fluoro-3-[[[4-methoxy-1,4-dioxo-2-aminobutyl]methylamino]methyl]benzoate
• CAS No.: 171050-03-6
• Molecular Formula: C₁₈H₂₅FN₂O₅
• Molecular Weight: 368.405
• Mol file: 171050-03-6.mol

Synonyms:t-butyl (S)-4-fluoro-3-[[[4-methoxy-1,4-dioxo-2-aminobutyl]methylamino]methyl]benzoate

Chemical Property of t-butyl (S)-4-fluoro-3-[[[4-methoxy-1,4-dioxo-2-aminobutyl]methylamino]methyl]benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of t-butyl (S)-4-fluoro-3-[[[4-methoxy-1,4-dioxo-2-aminobutyl]methylamino]methyl]benzoate

There total 7 articles about t-butyl (S)-4-fluoro-3-[[[4-methoxy-1,4-dioxo-2-aminobutyl]methylamino]methyl]benzoate 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: 98.0%

t-butyl (S)-4-fluoro-3-[[[4-methoxy-1,4-dioxo-2-[[benzyloxycarbonyl]amino]butyl]methylamino]methyl]benzoate (171050-02-5) → t-butyl (S)-4-fluoro-3-[[[4-methoxy-1,4-dioxo-2-aminobutyl]methylamino]methyl]benzoate (171050-03-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/0040-4039(95)02054-3

Reference yield: 91.0%

→ t-butyl (S)-4-fluoro-3-[[[4-methoxy-1,4-dioxo-2-aminobutyl]methylamino]methyl]benzoate (171050-03-6)

Guidance literature:

Reference yield:

4-fluoro-3-methyl-benzoic acid (403-15-6) → t-butyl (S)-4-fluoro-3-[[[4-methoxy-1,4-dioxo-2-aminobutyl]methylamino]methyl]benzoate (171050-03-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 94 percent / trifluoromethanesulfonic acid / diethyl ether / -78 °C / to room temperature

2: NBS, (PhCO)2O₂ / CCl₄ / Ambient temperature

3: H₂O; tetrahydrofuran

4: 86 percent / DCC, HOBt*H₂O / dimethylformamide

5: 98 percent / H₂ / 10percent Pd/C / methanol

With N-Bromosuccinimide; trifluorormethanesulfonic acid; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; dibenzoyl peroxide; palladium on activated charcoal; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; water; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(95)02054-3

upstream raw materials:

t-butyl (S)-4-fluoro-3-[[[4-methoxy-1,4-dioxo-2-[[benzyloxycarbonyl]amino]butyl]methylamino]methyl]benzoate

4-fluoro-3-methyl-benzoic acid

(4-fluoro-3-methyl)phenylmagnesium bromide

4-fluoro-3-methylbenzoic acid tert-butyl ester

Downstream raw materials:

(S)-2-methoxycarbonylmethyl-4-methyl-3-exo-2,3,4,5-tetrahydro-1H-benzo-[e][1,4]diazepine-7-carboxylic acid tert-butyl ester

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