(3-{2-[(1R,2S,3R,5S,6R)-3,5-Diazido-2-hydroxy-6-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexyloxy]-ethylamino}-propyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (3-{2-[(1R,2S,3R,5S,6R)-3,5-Diazido-2-hydroxy-6-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexyloxy]-ethylamino}-propyl)-carbamic acid tert-butyl ester
• CAS No.: 870180-63-5
• Molecular Formula: C₂₇H₃₆F₃N₉O₅S
• Molecular Weight: 655.701
• Mol file: 870180-63-5.mol

Synonyms:(3-{2-[(1R,2S,3R,5S,6R)-3,5-Diazido-2-hydroxy-6-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexyloxy]-ethylamino}-propyl)-carbamic acid tert-butyl ester

Chemical Property of (3-{2-[(1R,2S,3R,5S,6R)-3,5-Diazido-2-hydroxy-6-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexyloxy]-ethylamino}-propyl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3-{2-[(1R,2S,3R,5S,6R)-3,5-Diazido-2-hydroxy-6-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexyloxy]-ethylamino}-propyl)-carbamic acid tert-butyl ester

There total 9 articles about (3-{2-[(1R,2S,3R,5S,6R)-3,5-Diazido-2-hydroxy-6-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexyloxy]-ethylamino}-propyl)-carbamic acid tert-butyl ester 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: 100.0%

(4aR,5R,6S,8R,8aS)-6,8-Diazido-5-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-octahydro-benzo[1,4]dioxin-2-ol (870180-55-5) + N-Boc-1,3-diaminopropane (75178-96-0) → (3-{2-[(1R,2S,3R,5S,6R)-3,5-Diazido-2-hydroxy-6-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexyloxy]-ethylamino}-propyl)-carbamic acid tert-butyl ester (870180-63-5)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In methanol; at 20 ℃; for 4h;

DOI:10.1016/j.bmcl.2005.08.027

Reference yield:

(4aR,5R,6S,8R,8aS)-6,8-Diazido-5-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-hexahydro-benzo[1,4]dioxin-2-one → (3-{2-[(1R,2S,3R,5S,6R)-3,5-Diazido-2-hydroxy-6-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexyloxy]-ethylamino}-propyl)-carbamic acid tert-butyl ester (870180-63-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C

2: 100 percent / NaCNBH₃; AcOH / methanol / 4 h / 20 °C

With diisobutylaluminium hydride; sodium cyanoborohydride; acetic acid; In methanol; toluene;

DOI:10.1016/j.bmcl.2005.08.027

Reference yield:

[(1R,2S,3R,5S,6R)-3,5-Diazido-2-hydroxy-6-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexyloxy]-acetic acid (870180-47-5) → (3-{2-[(1R,2S,3R,5S,6R)-3,5-Diazido-2-hydroxy-6-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexyloxy]-ethylamino}-propyl)-carbamic acid tert-butyl ester (870180-63-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 4-dimethylaminopyridine / tetrahydrofuran / 16 h / 20 °C

2: 78 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C

3: 100 percent / NaCNBH₃; AcOH / methanol / 4 h / 20 °C

With dmap; diisobutylaluminium hydride; sodium cyanoborohydride; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; toluene;

DOI:10.1016/j.bmcl.2005.08.027

upstream raw materials:

(4aR,5R,6S,8R,8aS)-6,8-Diazido-5-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-octahydro-benzo[1,4]dioxin-2-ol

N-Boc-1,3-diaminopropane

[(1R,2S,3R,5S,6R)-3,5-Diazido-2-hydroxy-6-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexyloxy]-acetic acid

4-mercapto 7-trifluoromethyl quinoline

Downstream raw materials:

(3-{2-[(1R,2S,3R,5S,6R)-3,5-Diamino-2-hydroxy-6-(7-trifluoromethyl-quinolin-4-ylsulfanylmethoxy)-cyclohexyloxy]-ethylamino}-propyl)-carbamic acid tert-butyl ester