(1S,2S,3R)-3-Azido-1,2-dioxyisopropylidene-4-tert-butyldiphenylsilyloxy-(1-thiazol-2-yl)-butane

Base Information

Chemical Name:(1S,2S,3R)-3-Azido-1,2-dioxyisopropylidene-4-tert-butyldiphenylsilyloxy-(1-thiazol-2-yl)-butane
CAS No.:308140-75-2
Molecular Formula:C₂₆H₃₂N₄O₃SSi
Molecular Weight:508.717
Hs Code.:

Synonyms:(1S,2S,3R)-3-Azido-1,2-dioxyisopropylidene-4-tert-butyldiphenylsilyloxy-(1-thiazol-2-yl)-butane

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Chemical Property of (1S,2S,3R)-3-Azido-1,2-dioxyisopropylidene-4-tert-butyldiphenylsilyloxy-(1-thiazol-2-yl)-butane

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Technology Process of (1S,2S,3R)-3-Azido-1,2-dioxyisopropylidene-4-tert-butyldiphenylsilyloxy-(1-thiazol-2-yl)-butane

There total 5 articles about (1S,2S,3R)-3-Azido-1,2-dioxyisopropylidene-4-tert-butyldiphenylsilyloxy-(1-thiazol-2-yl)-butane 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%

: 77-76-9
2,2-dimethoxy-propane

: 308140-73-0
(1S,2S,3R)-3-Azido-4-tert-butyldiphenylsilyloxy-2-hydroxy-1-(thiazol-2-yl)butanol

: 308140-75-2
(1S,2S,3R)-3-Azido-1,2-dioxyisopropylidene-4-tert-butyldiphenylsilyloxy-(1-thiazol-2-yl)-butane

Guidance literature:: With toluene-4-sulfonic acid; In toluene; for 0.333333h; Heating;
DOI:10.1055/s-2000-7114

Reference yield:

: 308140-87-6
(2S,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxy-1-(thiazol-2-yl)butan-1-one

: 308140-75-2
(1S,2S,3R)-3-Azido-1,2-dioxyisopropylidene-4-tert-butyldiphenylsilyloxy-(1-thiazol-2-yl)-butane

Guidance literature:: Multi-step reaction with 3 steps

1: 62 percent / K-selectride / tetrahydrofuran / 1 h / -78 °C

2: 4.2 g / NaN₃; aq. NH₄Cl / methanol / 44 h / Heating

3: 93 percent / p-TsOH / toluene / 0.33 h / Heating

With sodium azide; potassium tri-sec-butyl-borohydride; ammonium chloride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; toluene; 1: Reduction / 2: Substitution / 3: Cyclization;
DOI:10.1055/s-2000-7114

Reference yield:

: 131380-35-3
(2R,3R)-4-(tert-Butyldiphenylsilyloxy)-2,3-epoxybutan-1-al

: 308140-75-2
(1S,2S,3R)-3-Azido-1,2-dioxyisopropylidene-4-tert-butyldiphenylsilyloxy-(1-thiazol-2-yl)-butane

Guidance literature:: Multi-step reaction with 4 steps

1: CH₂Cl₂ / 12.33 h / -30 - 20 °C

2: Amberlite IR 120 / methanol / 6 h / 20 °C

3: 4.2 g / NaN₃; aq. NH₄Cl / methanol / 44 h / Heating

4: 93 percent / p-TsOH / toluene / 0.33 h / Heating

With sodium azide; Amberlite IR 120; ammonium chloride; toluene-4-sulfonic acid; In methanol; dichloromethane; toluene; 1: Addition / 2: Substitution / 3: Substitution / 4: Cyclization;
DOI:10.1055/s-2000-7114