(2R,3R,4S)-8-azido-1-(tert-butyldiphenylsilyloxy)-2,3-bis(methoxymethoxy)octan-4-ol

Base Information

Chemical Name:(2R,3R,4S)-8-azido-1-(tert-butyldiphenylsilyloxy)-2,3-bis(methoxymethoxy)octan-4-ol
CAS No.:1616247-12-1
Molecular Formula:C₂₈H₄₃N₃O₆Si
Molecular Weight:545.751
Hs Code.:

Synonyms:(2R,3R,4S)-8-azido-1-(tert-butyldiphenylsilyloxy)-2,3-bis(methoxymethoxy)octan-4-ol

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Chemical Property of (2R,3R,4S)-8-azido-1-(tert-butyldiphenylsilyloxy)-2,3-bis(methoxymethoxy)octan-4-ol

Chemical Property:

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Technology Process of (2R,3R,4S)-8-azido-1-(tert-butyldiphenylsilyloxy)-2,3-bis(methoxymethoxy)octan-4-ol

There total 5 articles about (2R,3R,4S)-8-azido-1-(tert-butyldiphenylsilyloxy)-2,3-bis(methoxymethoxy)octan-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:

: C₃₄H₄₈O₉SSi

: 1616247-12-1
(2R,3R,4S)-8-azido-1-(tert-butyldiphenylsilyloxy)-2,3-bis(methoxymethoxy)octan-4-ol

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; for 12h; Inert atmosphere; Heating;
DOI:10.1016/j.tetasy.2014.04.011

Reference yield:

: 1616247-09-6
(2R,3R,4S)-1-(tert-butyldiphenylsilyloxy)-2,3-bis(methoxymethoxy)oct-7-en-4-ol

: 1616247-12-1
(2R,3R,4S)-8-azido-1-(tert-butyldiphenylsilyloxy)-2,3-bis(methoxymethoxy)octan-4-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / -10 - 20 °C

1.2: 2 h / 0 - 20 °C

2.1: di(n-butyl)tin oxide; triethylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

3.1: sodium azide / N,N-dimethyl-formamide / 12 h / Inert atmosphere; Heating

With sodium azide; dimethylsulfide borane complex; di(n-butyl)tin oxide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2014.04.011

Reference yield:

: 877373-38-1
(2S,3R)-2,3-bis(methoxymethoxy)-4-[(1,1-dimethylethyl)diphenylsilyl]oxybutyraldehyde

: 1616247-12-1
(2R,3R,4S)-8-azido-1-(tert-butyldiphenylsilyloxy)-2,3-bis(methoxymethoxy)octan-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: magnesium

1.2: 5 h / 0 - 20 °C

2.1: dimethylsulfide borane complex / tetrahydrofuran / 3 h / -10 - 20 °C

2.2: 2 h / 0 - 20 °C

3.1: di(n-butyl)tin oxide; triethylamine / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

4.1: sodium azide / N,N-dimethyl-formamide / 12 h / Inert atmosphere; Heating

With sodium azide; dimethylsulfide borane complex; di(n-butyl)tin oxide; magnesium; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: |Grignard Reaction / 1.2: |Grignard Reaction;
DOI:10.1016/j.tetasy.2014.04.011