methyl 4-[((2R)-2-{(tert-butoxycarbonyl)[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]amino}propyl)amino]benzoate

Base Information

Chemical Name:methyl 4-[((2R)-2-{(tert-butoxycarbonyl)[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]amino}propyl)amino]benzoate
CAS No.:402508-88-7
Molecular Formula:C₃₀H₄₅ClN₂O₅Si
Molecular Weight:577.236
Hs Code.:

Synonyms:methyl 4-[((2R)-2-{(tert-butoxycarbonyl)[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]amino}propyl)amino]benzoate

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Chemical Property of methyl 4-[((2R)-2-{(tert-butoxycarbonyl)[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]amino}propyl)amino]benzoate

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Technology Process of methyl 4-[((2R)-2-{(tert-butoxycarbonyl)[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]amino}propyl)amino]benzoate

There total 3 articles about methyl 4-[((2R)-2-{(tert-butoxycarbonyl)[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]amino}propyl)amino]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: 59.0%

: 619-45-4
4-methoxycarbonyl aniline

: 174891-03-3
1,1-dimethylethyl ((2R)-2-(3-chlorophenyl)-2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}ethyl)[(1R)-1-methyl-2-oxoethyl]carbamate

: 402508-88-7
methyl 4-[((2R)-2-{(tert-butoxycarbonyl)[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]amino}propyl)amino]benzoate

Guidance literature:: With sodium cyanoborohydride; acetic acid; In methanol; at 20 ℃; for 72h;
DOI:10.1021/jm0101500

Reference yield:

: 153294-01-0
methyl (2R)-{[tert-butyl(dimethyl)silyl]oxy}(3-chlorophenyl)ethanoate

: 402508-88-7
methyl 4-[((2R)-2-{(tert-butoxycarbonyl)[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]amino}propyl)amino]benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: DIBAL / diethyl ether; toluene / 1.5 h / -78 °C

1.2: 95 percent / 4 A molecular sieves; NaBH(OAc)3 / CH₂Cl₂; acetic acid / 2 h

2.1: 96 percent / 0.25 h / 90 - 95 °C

3.1: 96 percent / DIBAL / toluene / 1 h / -78 °C

4.1: 59 percent / AcOH; NaCNBH₃ / methanol / 72 h / 20 °C

With diisobutylaluminium hydride; sodium cyanoborohydride; acetic acid; In methanol; diethyl ether; toluene;
DOI:10.1021/jm0101500

Reference yield:

: 174891-00-0
methyl (2R)-2-{(tert-butoxycarbonyl)[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]amino}propanoate

: 402508-88-7
methyl 4-[((2R)-2-{(tert-butoxycarbonyl)[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]amino}propyl)amino]benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / DIBAL / toluene / 1 h / -78 °C

2: 59 percent / AcOH; NaCNBH₃ / methanol / 72 h / 20 °C

With diisobutylaluminium hydride; sodium cyanoborohydride; acetic acid; In methanol; toluene;
DOI:10.1021/jm0101500