3R-(tert-butoxycarbonyl)-amino-3-(4-methoxyphenyl)-2S-propane-1-(tert-butyl dimethylsiloxy)-2-ol

Base Information

Chemical Name:3R-(tert-butoxycarbonyl)-amino-3-(4-methoxyphenyl)-2S-propane-1-(tert-butyl dimethylsiloxy)-2-ol
CAS No.:635313-42-7
Molecular Formula:C₂₁H₃₇NO₅Si
Molecular Weight:411.614
Hs Code.:

Synonyms:3R-(tert-butoxycarbonyl)-amino-3-(4-methoxyphenyl)-2S-propane-1-(tert-butyl dimethylsiloxy)-2-ol

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Chemical Property of 3R-(tert-butoxycarbonyl)-amino-3-(4-methoxyphenyl)-2S-propane-1-(tert-butyl dimethylsiloxy)-2-ol

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Technology Process of 3R-(tert-butoxycarbonyl)-amino-3-(4-methoxyphenyl)-2S-propane-1-(tert-butyl dimethylsiloxy)-2-ol

There total 9 articles about 3R-(tert-butoxycarbonyl)-amino-3-(4-methoxyphenyl)-2S-propane-1-(tert-butyl dimethylsiloxy)-2-ol 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: 83.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 635313-41-6
(2S,3R)-3-tert-butoxycarbonylamino-1,2-O-isopropylidene-3-p-methoxyphenyl-1,2-propanediol

: 635313-42-7
3R-(tert-butoxycarbonyl)-amino-3-(4-methoxyphenyl)-2S-propane-1-(tert-butyl dimethylsiloxy)-2-ol

Guidance literature:: With 1H-imidazole; In dichloromethane; for 2h;
DOI:10.1081/SCC-120022181

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 635313-42-7
3R-(tert-butoxycarbonyl)-amino-3-(4-methoxyphenyl)-2S-propane-1-(tert-butyl dimethylsiloxy)-2-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 6.6 g / Et₃N / tetrahydrofuran / 8 h / 20 °C

2.1: 99 percent / potassium carbonate / dimethylformamide / 7 h / 20 °C

3.1: 83.9 percent / NaBH₄; LiCl / ethanol; tetrahydrofuran / 16 h / 20 °C

4.1: oxalyl chloride; DMSO; N,N-diisopropylethyl amine / CH₂Cl₂ / -78 - 0 °C

5.1: 0.33 g / CH₂Cl₂; tetrahydrofuran / 20 °C

6.1: O₃ / CH₂Cl₂

6.2: 72.37 percent / NaBH₄ / methanol

7.1: 83 percent / imidazole / CH₂Cl₂ / 2 h

With 1H-imidazole; sodium tetrahydroborate; oxalyl dichloride; potassium carbonate; ozone; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 4.1: Swern oxidation / 5.1: Grignard reaction;
DOI:10.1081/SCC-120022181

Reference yield:

: 22818-40-2
D-4-hydroxyphenylglycine

: 635313-42-7
3R-(tert-butoxycarbonyl)-amino-3-(4-methoxyphenyl)-2S-propane-1-(tert-butyl dimethylsiloxy)-2-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: acetyl chloride / 3 h / Heating

2.1: 6.6 g / Et₃N / tetrahydrofuran / 8 h / 20 °C

3.1: 99 percent / potassium carbonate / dimethylformamide / 7 h / 20 °C

4.1: 83.9 percent / NaBH₄; LiCl / ethanol; tetrahydrofuran / 16 h / 20 °C

5.1: oxalyl chloride; DMSO; N,N-diisopropylethyl amine / CH₂Cl₂ / -78 - 0 °C

6.1: 0.33 g / CH₂Cl₂; tetrahydrofuran / 20 °C

7.1: O₃ / CH₂Cl₂

7.2: 72.37 percent / NaBH₄ / methanol

8.1: 83 percent / imidazole / CH₂Cl₂ / 2 h

With 1H-imidazole; sodium tetrahydroborate; oxalyl dichloride; potassium carbonate; ozone; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; acetyl chloride; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 5.1: Swern oxidation / 6.1: Grignard reaction;
DOI:10.1081/SCC-120022181