tert-butyl (1R)-2-{4-[(acetylamino)methyl]anilino}-1-methylethyl-[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]carbamate

Base Information

Chemical Name:tert-butyl (1R)-2-{4-[(acetylamino)methyl]anilino}-1-methylethyl-[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]carbamate
CAS No.:402508-93-4
Molecular Formula:C₃₁H₄₈ClN₃O₄Si
Molecular Weight:590.278
Hs Code.:

Synonyms:tert-butyl (1R)-2-{4-[(acetylamino)methyl]anilino}-1-methylethyl-[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]carbamate

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Chemical Property of tert-butyl (1R)-2-{4-[(acetylamino)methyl]anilino}-1-methylethyl-[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]carbamate

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Technology Process of tert-butyl (1R)-2-{4-[(acetylamino)methyl]anilino}-1-methylethyl-[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]carbamate

There total 3 articles about tert-butyl (1R)-2-{4-[(acetylamino)methyl]anilino}-1-methylethyl-[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]carbamate 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: 67.0%

: 99362-10-4
N-(p-aminobenzyl)acetamide

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

: 402508-93-4
tert-butyl (1R)-2-{4-[(acetylamino)methyl]anilino}-1-methylethyl-[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]carbamate

Guidance literature:: With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 20 ℃;
DOI:10.1021/jm0101500

Reference yield:

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

: 402508-93-4
tert-butyl (1R)-2-{4-[(acetylamino)methyl]anilino}-1-methylethyl-[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]carbamate

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: 67 percent / NaBH(OAc)3; AcOH / CH₂Cl₂ / 20 °C

With sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; acetic acid; In diethyl ether; dichloromethane; 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

: 402508-93-4
tert-butyl (1R)-2-{4-[(acetylamino)methyl]anilino}-1-methylethyl-[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]carbamate

Guidance literature:: Multi-step reaction with 2 steps

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

2: 67 percent / NaBH(OAc)3; AcOH / CH₂Cl₂ / 20 °C

With sodium tris(acetoxy)borohydride; diisobutylaluminium hydride; acetic acid; In dichloromethane; toluene;
DOI:10.1021/jm0101500