1-O-(tert-butyldimethylsilyl)-3-(2'-Boc-β-alaninyl-3',6'-dimethylphenyl)-3,3-dimethylpropanol

Base Information

Chemical Name:1-O-(tert-butyldimethylsilyl)-3-(2'-Boc-β-alaninyl-3',6'-dimethylphenyl)-3,3-dimethylpropanol
CAS No.:261364-43-6
Molecular Formula:C₂₇H₄₇NO₅Si
Molecular Weight:493.759
Hs Code.:

Synonyms:1-O-(tert-butyldimethylsilyl)-3-(2'-Boc-β-alaninyl-3',6'-dimethylphenyl)-3,3-dimethylpropanol

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Chemical Property of 1-O-(tert-butyldimethylsilyl)-3-(2'-Boc-β-alaninyl-3',6'-dimethylphenyl)-3,3-dimethylpropanol

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Technology Process of 1-O-(tert-butyldimethylsilyl)-3-(2'-Boc-β-alaninyl-3',6'-dimethylphenyl)-3,3-dimethylpropanol

There total 5 articles about 1-O-(tert-butyldimethylsilyl)-3-(2'-Boc-β-alaninyl-3',6'-dimethylphenyl)-3,3-dimethylpropanol 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: 90.0%

: 3303-84-2
3-(tert-butyloxycarbonylamino)propionic acid

: 261364-41-4
1-O-(tert-butyldimethylsilyl)-3-(2'-hydroxy-3',6'-dimethylphenyl)-3,3-dimethylpropanol

: 261364-43-6
1-O-(tert-butyldimethylsilyl)-3-(2'-Boc-β-alaninyl-3',6'-dimethylphenyl)-3,3-dimethylpropanol

Guidance literature:: With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 ℃;
DOI:10.1021/jm990498j

Reference yield:

: 924-50-5
Methyl 3,3-dimethylacrylate

: 261364-43-6
1-O-(tert-butyldimethylsilyl)-3-(2'-Boc-β-alaninyl-3',6'-dimethylphenyl)-3,3-dimethylpropanol

Guidance literature:: Multi-step reaction with 4 steps

1: 48 percent / MeSO₃H / 24 h / 70 °C

2: 75 percent / LiAlH₄ / tetrahydrofuran / 0 - 20 °C

3: 91 percent / Et₃N / CH₂Cl₂ / 20 °C

4: 90 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; DMAP / CH₂Cl₂ / 0 °C

With dmap; lithium aluminium tetrahydride; methanesulfonic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; dichloromethane; 1: lactonization / 2: Reduction / 3: silylation / 4: Condensation;
DOI:10.1021/jm990498j

Reference yield:

: 95-87-4
2,5-Dimethylphenol

: 261364-43-6
1-O-(tert-butyldimethylsilyl)-3-(2'-Boc-β-alaninyl-3',6'-dimethylphenyl)-3,3-dimethylpropanol

Guidance literature:: Multi-step reaction with 4 steps

1: 48 percent / MeSO₃H / 24 h / 70 °C

2: 75 percent / LiAlH₄ / tetrahydrofuran / 0 - 20 °C

3: 91 percent / Et₃N / CH₂Cl₂ / 20 °C

4: 90 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; DMAP / CH₂Cl₂ / 0 °C

With dmap; lithium aluminium tetrahydride; methanesulfonic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; dichloromethane; 1: lactonization / 2: Reduction / 3: silylation / 4: Condensation;
DOI:10.1021/jm990498j