2-{(2S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5,6-dihydro-2H-pyran-2-yl}-N,N-dimethyl-acetamide

Base Information

Chemical Name:2-{(2S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5,6-dihydro-2H-pyran-2-yl}-N,N-dimethyl-acetamide
CAS No.:87614-60-6
Molecular Formula:C₂₇H₃₇NO₃Si
Molecular Weight:451.681
Hs Code.:

Synonyms:2-{(2S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5,6-dihydro-2H-pyran-2-yl}-N,N-dimethyl-acetamide

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Chemical Property of 2-{(2S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5,6-dihydro-2H-pyran-2-yl}-N,N-dimethyl-acetamide

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of 2-{(2S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5,6-dihydro-2H-pyran-2-yl}-N,N-dimethyl-acetamide

There total 7 articles about 2-{(2S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5,6-dihydro-2H-pyran-2-yl}-N,N-dimethyl-acetamide 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: 94.0%

: 18871-66-4
N,N-dimethylacetamide dimethyl acetal

: 87614-59-3
(3S,4S)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,4-dihydro-2H-pyran-4-ol

: 87614-60-6
2-{(2S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5,6-dihydro-2H-pyran-2-yl}-N,N-dimethyl-acetamide

Guidance literature:: In xylene; for 7h; Heating;
DOI:10.1016/S0040-4039(00)88195-2

Reference yield:

: 528869-25-2
(3S,4R,5R)-2-Bromo-tetrahydro-pyran-3,4,5-triol

: 87614-60-6
2-{(2S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5,6-dihydro-2H-pyran-2-yl}-N,N-dimethyl-acetamide

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) Hydrogen, Et₃N 2.) MeONa / 2.) MeOH

2: 1.) HC(OEt)3 / 1.) AcOH / 1.) EtOAc 2.) 250 deg C

3: 82 percent / xylene / 18 h / Heating

4: 81 percent / I₂ / tetrahydrofuran; H₂O / 0 °C

5: 86 percent / NaBH₄ / ethanol

6: 93 percent / imidazole / dimethylformamide

7: 94 percent / xylene / 7 h / Heating

With 1H-imidazole; sodium tetrahydroborate; hydrogen; iodine; sodium methylate; triethylamine; orthoformic acid triethyl ester; acetic acid; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; xylene;
DOI:10.1016/S0040-4039(00)88195-2

Reference yield:

: 50-69-1,58-86-6,65-42-9,147-81-9,609-06-3,1114-34-7,1949-78-6,5328-37-0,10323-20-3,20235-19-2,24259-59-4,25990-60-7,34466-20-1,41247-05-6,53106-52-8,55058-43-0,80952-57-4
D-Arabinose

: 87614-60-6
2-{(2S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5,6-dihydro-2H-pyran-2-yl}-N,N-dimethyl-acetamide

Guidance literature:: Multi-step reaction with 8 steps

1: HBr, Ac₂O

2: 1.) Hydrogen, Et₃N 2.) MeONa / 2.) MeOH

3: 1.) HC(OEt)3 / 1.) AcOH / 1.) EtOAc 2.) 250 deg C

4: 82 percent / xylene / 18 h / Heating

5: 81 percent / I₂ / tetrahydrofuran; H₂O / 0 °C

6: 86 percent / NaBH₄ / ethanol

7: 93 percent / imidazole / dimethylformamide

8: 94 percent / xylene / 7 h / Heating

With 1H-imidazole; sodium tetrahydroborate; hydrogen bromide; hydrogen; iodine; sodium methylate; acetic anhydride; triethylamine; orthoformic acid triethyl ester; acetic acid; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; xylene;
DOI:10.1016/S0040-4039(00)88195-2