(3R,5R)-1-benzyl-5-[(tert-butyldimethylsilyl)oxy]-3-trityloxypiperidine

Base Information

Chemical Name:(3R,5R)-1-benzyl-5-[(tert-butyldimethylsilyl)oxy]-3-trityloxypiperidine
CAS No.:882990-40-1
Molecular Formula:C₃₇H₄₅NO₂Si
Molecular Weight:563.855
Hs Code.:

Synonyms:(3R,5R)-1-benzyl-5-[(tert-butyldimethylsilyl)oxy]-3-trityloxypiperidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,5R)-1-benzyl-5-[(tert-butyldimethylsilyl)oxy]-3-trityloxypiperidine

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Technology Process of (3R,5R)-1-benzyl-5-[(tert-butyldimethylsilyl)oxy]-3-trityloxypiperidine

There total 6 articles about (3R,5R)-1-benzyl-5-[(tert-butyldimethylsilyl)oxy]-3-trityloxypiperidine 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%

: 76-83-5
trityl chloride

: 161564-09-6
(3R,5R)-1-benzyl-5-[(tert-butyldimethylsilyl)oxy]-piperidin-3-ol

: 882990-40-1
(3R,5R)-1-benzyl-5-[(tert-butyldimethylsilyl)oxy]-3-trityloxypiperidine

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 48h;
DOI:10.1016/j.tet.2005.11.070

Reference yield:

: 1499-56-5,775275-31-5,790644-51-8,754962-86-2
(R)-4-hydroxy-L-proline ethyl ester

: 882990-40-1
(3R,5R)-1-benzyl-5-[(tert-butyldimethylsilyl)oxy]-3-trityloxypiperidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: Et₃N / CH₂Cl₂ / 5 h / Heating

2.1: 9.0 g / DMAP / CH₂Cl₂ / 12 h / 20 °C

3.1: 92 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

4.1: (CF₃CO)2O / tetrahydrofuran / 1 h / 0 °C

4.2: Et₃N / tetrahydrofuran / 72 h / Heating

4.3: 82 percent / aq. NaOH / tetrahydrofuran / 2 h / 20 °C

5.1: 83 percent / Et₃N / CH₂Cl₂ / 48 h / 20 °C

With dmap; lithium aluminium tetrahydride; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2005.11.070

Reference yield:

: 114676-48-1
(2S,4R)-1-benzyl-4-hydroxyproline methyl ester

: 882990-40-1
(3R,5R)-1-benzyl-5-[(tert-butyldimethylsilyl)oxy]-3-trityloxypiperidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 9.0 g / DMAP / CH₂Cl₂ / 12 h / 20 °C

2.1: 92 percent / LiAlH₄ / tetrahydrofuran / 2 h / Heating

3.1: (CF₃CO)2O / tetrahydrofuran / 1 h / 0 °C

3.2: Et₃N / tetrahydrofuran / 72 h / Heating

3.3: 82 percent / aq. NaOH / tetrahydrofuran / 2 h / 20 °C

4.1: 83 percent / Et₃N / CH₂Cl₂ / 48 h / 20 °C

With dmap; lithium aluminium tetrahydride; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2005.11.070