2-(tert-butyldimethylsilanyloxy)-1-(t-butyldimethylsilanyloxymethyl)-2-phenylethylamine

Base Information

• Chemical Name: 2-(tert-butyldimethylsilanyloxy)-1-(t-butyldimethylsilanyloxymethyl)-2-phenylethylamine
• CAS No.: 191418-28-7
• Molecular Formula: C₂₁H₄₁NO₂Si₂
• Molecular Weight: 395.733

Synonyms:2-(tert-butyldimethylsilanyloxy)-1-(t-butyldimethylsilanyloxymethyl)-2-phenylethylamine

Chemical Property of 2-(tert-butyldimethylsilanyloxy)-1-(t-butyldimethylsilanyloxymethyl)-2-phenylethylamine

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Technology Process of 2-(tert-butyldimethylsilanyloxy)-1-(t-butyldimethylsilanyloxymethyl)-2-phenylethylamine

There total 2 articles about 2-(tert-butyldimethylsilanyloxy)-1-(t-butyldimethylsilanyloxymethyl)-2-phenylethylamine 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: 98.0%

t-butyldimethylsiyl triflate (69739-34-0) + (1S,2S)-2-amino-1-phenyl-1,3-diol (28143-91-1) → 2-(tert-butyldimethylsilanyloxy)-1-(t-butyldimethylsilanyloxymethyl)-2-phenylethylamine (191418-28-7)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 23 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02203

Reference yield: 68.0%

(1S,2S)-2-amino-1-phenyl-1,3-diol (28143-91-1) + tert-butyldimethylsilyl chloride (18162-48-6) → 2-(tert-butyldimethylsilanyloxy)-1-(t-butyldimethylsilanyloxymethyl)-2-phenylethylamine (191418-28-7)

Guidance literature:

With pyridine; dmap; at 60 ℃; for 72h;

DOI:10.1021/jm0601194

Reference yield: 92.0%

2-(tert-butyldimethylsilanyloxy)-1-(t-butyldimethylsilanyloxymethyl)-2-phenylethylamine (191418-28-7) → (2S,3S)-2-amino-3-((tert-butyldimethylsilyl)oxy)-3-phenylpropan-1-ol (169137-66-0)

Guidance literature:

With camphor-10-sulfonic acid; In methanol; at 23 ℃; for 18h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02203

upstream raw materials:

(1S,2S)-2-amino-1-phenyl-1,3-diol

tert-butyldimethylsilyl chloride

t-butyldimethylsiyl triflate

Downstream raw materials:

2-methacrylic acid 2-{1-[2-(tert-butyldimethylsilanyloxy)-1-(t-butyldimethylsilanyloxymethyl)-2-phenylethylamino]-3-oxo-1-phenyl-1,3-dihydroisoindol-2-yl}ethyl ester

1-<(1'S,2'S)-1'-phenyl-1',3'-dihydroxy-2'-propyl>-3(S)-phthalimido-4(R)-styryl-azetidin-2-one

1-<(1'S,2'S)-1'-phenyl-1',3'-dihydroxy-2'-propyl>-3(R)-phthalimido-4(S)-styryl-azetidin-2-one

1-(3'-phenyl-propen-3'-on-2'-yl)-3(R)-phthalimido-4(S)-styryl-azetidin-2-one

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