Carbamic acid, N-[(2R)-2-(3-chlorophenyl)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-N-[(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester

Base Information

Chemical Name:Carbamic acid, N-[(2R)-2-(3-chlorophenyl)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-N-[(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester
CAS No.:174891-03-3
Molecular Formula:C₂₂H₃₆ClNO₄Si
Molecular Weight:442.071
Hs Code.:
DSSTox Substance ID:DTXSID201102665

Carbamic acid, N-[(2R)-2-(3-chlorophenyl)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-N-[(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester

Synonyms:174891-03-3;Carbamic acid, N-[(2R)-2-(3-chlorophenyl)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-N-[(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester;SCHEMBL9267480;DTXSID201102665;1,1-Dimethylethyl N-[(2R)-2-(3-chlorophenyl)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-N-[(1R)-1-methyl-2-oxoethyl]carbamate;tert-butyl N-[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-2-(3-chlorophenyl)ethyl]-N-[(2R)-1-oxopropan-2-yl]carbamate

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Chemical Property of Carbamic acid, N-[(2R)-2-(3-chlorophenyl)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-N-[(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester

Chemical Property:

Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:10
Exact Mass:441.2102129
Heavy Atom Count:29
Complexity:556

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C=O)N(CC(C1=CC(=CC=C1)Cl)O[Si](C)(C)C(C)(C)C)C(=O)OC(C)(C)C
Isomeric SMILES:C[C@H](C=O)N(C[C@@H](C1=CC(=CC=C1)Cl)O[Si](C)(C)C(C)(C)C)C(=O)OC(C)(C)C

Technology Process of Carbamic acid, N-[(2R)-2-(3-chlorophenyl)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-N-[(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester

There total 3 articles about Carbamic acid, N-[(2R)-2-(3-chlorophenyl)-2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-N-[(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester 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: 96.0%

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

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

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -78 ℃; for 1h;
DOI:10.1021/jm0101500

Reference yield:

: 153294-00-9
(R)-3-chloromandelic acid methyl ester

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

Guidance literature:: Multi-step reaction with 4 steps

1.1: 97 percent / imidazole / dimethylformamide / 7 h

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

2.2: 95 percent / 4 A molecular sieves; NaBH(OAc)3 / CH₂Cl₂; acetic acid / 2 h

3.1: 96 percent / 0.25 h / 90 - 95 °C

4.1: 96 percent / DIBAL / toluene / 1 h / -78 °C

With 1H-imidazole; diisobutylaluminium hydride; In diethyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm0101500

Reference yield:

: 167849-13-0
methyl (2R)-2-{[(2R)-2-{[tert-butyl(dimethyl)silyl]oxy}-2-(3-chlorophenyl)ethyl]amino}propanoate

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

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / 0.25 h / 90 - 95 °C

2: 96 percent / DIBAL / toluene / 1 h / -78 °C

With diisobutylaluminium hydride; In toluene;
DOI:10.1021/jm0101500