(2S,3R,4R,5S,6R)-3-Azido-6-(tert-butyl-diphenyl-silanyloxymethyl)-5-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-4-ol

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Chemical Name:(2S,3R,4R,5S,6R)-3-Azido-6-(tert-butyl-diphenyl-silanyloxymethyl)-5-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-4-ol
CAS No.:870001-83-5
Molecular Formula:C₃₇H₄₃N₃O₅SSi
Molecular Weight:669.917
Hs Code.:

Synonyms:(2S,3R,4R,5S,6R)-3-Azido-6-(tert-butyl-diphenyl-silanyloxymethyl)-5-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-4-ol

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Chemical Property of (2S,3R,4R,5S,6R)-3-Azido-6-(tert-butyl-diphenyl-silanyloxymethyl)-5-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-4-ol

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Technology Process of (2S,3R,4R,5S,6R)-3-Azido-6-(tert-butyl-diphenyl-silanyloxymethyl)-5-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-4-ol

There total 9 articles about (2S,3R,4R,5S,6R)-3-Azido-6-(tert-butyl-diphenyl-silanyloxymethyl)-5-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-4-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: 93.0%

: C₂₁H₂₅N₃O₅S

: 58479-61-1
tert-butylchlorodiphenylsilane

: 870001-83-5
(2S,3R,4R,5S,6R)-3-Azido-6-(tert-butyl-diphenyl-silanyloxymethyl)-5-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-4-ol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1021/jo500449h

Reference yield:

: (2S,3R,4R,5S,6R)-3-Amino-6-(tert-butyl-diphenyl-silanyloxymethyl)-5-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-4-ol

: 870001-83-5
(2S,3R,4R,5S,6R)-3-Azido-6-(tert-butyl-diphenyl-silanyloxymethyl)-5-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-4-ol

Guidance literature:: With triflic azide; potassium carbonate; copper(II) sulfate; In methanol; water; at 20 ℃; for 48h;
DOI:10.1021/ol052130o

Reference yield:

: p-tolyl 3-O-acetyl-1,2-deoxy-4,6-O-(p-methoxybenzylidene)-2-phthalimido-1-thio-β-D-glucopyranoside

: 870001-83-5
(2S,3R,4R,5S,6R)-3-Azido-6-(tert-butyl-diphenyl-silanyloxymethyl)-5-(4-methoxy-benzyloxy)-2-p-tolylsulfanyl-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / Bu₂BOTf; BH₃*THF / tetrahydrofuran; CH₂Cl₂ / 1.5 h / -20 - -5 °C

2: 88 percent / imidazole / dimethylformamide / 24 h / 20 °C

3: NaOMe / CH₂Cl₂; methanol / 4 h / 20 °C

4: ethylenediamine / butan-1-ol / 12 h / 100 °C

5: 0.600 g / CuSO₄*5H₂O; potassium carbonate; TfN₃ / methanol; H₂O / 48 h / 20 °C

With 1H-imidazole; borane-THF; di-n-butylboryl trifluoromethanesulfonate; triflic azide; sodium methylate; potassium carbonate; copper(II) sulfate; ethylenediamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; butan-1-ol;
DOI:10.1021/ol052130o