(1S,2R,3R,4S,6R)-4,6-Diazido-3-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexane-1,2-diol

Base Information

Chemical Name:(1S,2R,3R,4S,6R)-4,6-Diazido-3-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexane-1,2-diol
CAS No.:609342-87-2
Molecular Formula:C₁₇H₁₆F₃N₇O₃S
Molecular Weight:455.42
Hs Code.:

Synonyms:(1S,2R,3R,4S,6R)-4,6-Diazido-3-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexane-1,2-diol

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Chemical Property of (1S,2R,3R,4S,6R)-4,6-Diazido-3-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexane-1,2-diol

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Technology Process of (1S,2R,3R,4S,6R)-4,6-Diazido-3-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexane-1,2-diol

There total 4 articles about (1S,2R,3R,4S,6R)-4,6-Diazido-3-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexane-1,2-diol 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:

: 64415-07-2
4-mercapto 7-trifluoromethyl quinoline

: 609342-87-2
(1S,2R,3R,4S,6R)-4,6-Diazido-3-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexane-1,2-diol

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / acetonitrile / 0.25 h / 20 °C

1.2: 1.15 g / acetonitrile / 2.5 h / 20 °C

2.1: 91 percent / aq. NH₃ / methanol / 16 h / 20 °C

With ammonium hydroxide; sodium hydride; In methanol; acetonitrile;
DOI:10.1016/j.bmcl.2005.08.027

Reference yield:

: 609342-42-9
Acetic acid (1R,2S,3R,5S,6R)-2-acetoxy-3,5-diazido-6-methylsulfanylmethoxy-cyclohexyl ester

: 609342-87-2
(1S,2R,3R,4S,6R)-4,6-Diazido-3-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexane-1,2-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: SO₂Cl₂ / CH₂Cl₂ / 0.5 h / 20 °C

2.1: NaH / acetonitrile / 0.25 h / 20 °C

2.2: 1.15 g / acetonitrile / 2.5 h / 20 °C

3.1: 91 percent / aq. NH₃ / methanol / 16 h / 20 °C

With ammonium hydroxide; sulfuryl dichloride; sodium hydride; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/j.bmcl.2005.08.027

Reference yield:

: 236115-61-0
[(1S,2S,3R,4S,6R)-2-acetoxy-4,6-diazido-3-hydroxy-cyclohexyl] acetate

: 609342-87-2
(1S,2R,3R,4S,6R)-4,6-Diazido-3-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexane-1,2-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 80 percent / AcOH; Ac₂O / 60 h / 20 °C

2.1: SO₂Cl₂ / CH₂Cl₂ / 0.5 h / 20 °C

3.1: NaH / acetonitrile / 0.25 h / 20 °C

3.2: 1.15 g / acetonitrile / 2.5 h / 20 °C

4.1: 91 percent / aq. NH₃ / methanol / 16 h / 20 °C

With ammonium hydroxide; sulfuryl dichloride; acetic anhydride; sodium hydride; acetic acid; In methanol; dichloromethane; acetonitrile; 1.1: Pummerer rearrangement;
DOI:10.1016/j.bmcl.2005.08.027