(+)-(2S,6R)-2-tert-butyldimethylsilyloxymethyl-2-tosyloxymethyl-6-cyanomethyl-4-methylmorpholine

Base Information

Chemical Name:(+)-(2S,6R)-2-tert-butyldimethylsilyloxymethyl-2-tosyloxymethyl-6-cyanomethyl-4-methylmorpholine
CAS No.:1607004-64-7
Molecular Formula:C₂₂H₃₆N₂O₅SSi
Molecular Weight:468.69
Hs Code.:

Synonyms:(+)-(2S,6R)-2-tert-butyldimethylsilyloxymethyl-2-tosyloxymethyl-6-cyanomethyl-4-methylmorpholine

Suppliers and Price of (+)-(2S,6R)-2-tert-butyldimethylsilyloxymethyl-2-tosyloxymethyl-6-cyanomethyl-4-methylmorpholine

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (+)-(2S,6R)-2-tert-butyldimethylsilyloxymethyl-2-tosyloxymethyl-6-cyanomethyl-4-methylmorpholine

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (+)-(2S,6R)-2-tert-butyldimethylsilyloxymethyl-2-tosyloxymethyl-6-cyanomethyl-4-methylmorpholine

There total 7 articles about (+)-(2S,6R)-2-tert-butyldimethylsilyloxymethyl-2-tosyloxymethyl-6-cyanomethyl-4-methylmorpholine 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: 92.0%

: 1607004-54-5
(-)-(2S,6R)-2-hydroxymethyl-2-tosyloxymethyl-6-cyanomethyl-4-methylmorpholine

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1607004-64-7
(+)-(2S,6R)-2-tert-butyldimethylsilyloxymethyl-2-tosyloxymethyl-6-cyanomethyl-4-methylmorpholine

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 25 ℃; for 8h;
DOI:10.1021/jo500609a

Reference yield:

: 1607004-69-2
(6S)-2,2-bis((tert-butyldimethylsilyloxy)methyl)-6-(chloromethyl)morpholine

: 1607004-64-7
(+)-(2S,6R)-2-tert-butyldimethylsilyloxymethyl-2-tosyloxymethyl-6-cyanomethyl-4-methylmorpholine

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium tris(acetoxy)borohydride / water; 1,2-dichloro-ethane / 16 h / 25 °C

2.1: dimethyl sulfoxide / 24 h / 110 °C

3.1: hydrogenchloride / water / 10 h / 25 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.2: 16 h / -78 - 0 °C

5.1: 1H-imidazole / N,N-dimethyl-formamide / 8 h / 0 - 25 °C

With 1H-imidazole; hydrogenchloride; n-butyllithium; sodium tris(acetoxy)borohydride; In tetrahydrofuran; hexane; water; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/jo500609a

Reference yield:

: 1607004-61-4
(+)-(6S)-2,2-bis((tert-butyldimethylsilyloxy)methyl)-6-chloromethyl-4-methylmorpholine

: 1607004-64-7
(+)-(2S,6R)-2-tert-butyldimethylsilyloxymethyl-2-tosyloxymethyl-6-cyanomethyl-4-methylmorpholine

Guidance literature:: Multi-step reaction with 4 steps

1.1: dimethyl sulfoxide / 24 h / 110 °C

2.1: hydrogenchloride / water / 10 h / 25 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 16 h / -78 - 0 °C

4.1: 1H-imidazole / N,N-dimethyl-formamide / 8 h / 0 - 25 °C

With 1H-imidazole; hydrogenchloride; n-butyllithium; In tetrahydrofuran; hexane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/jo500609a