(1S,3R,4R,5S)-3-Acetoxy-4-acetylamino-1-(benzyloxy-diisopropylamino-phosphanyloxy)-5-(2,2,2-trifluoro-acetylamino)-cyclohexanecarboxylic acid methyl ester

Base Information

Chemical Name:(1S,3R,4R,5S)-3-Acetoxy-4-acetylamino-1-(benzyloxy-diisopropylamino-phosphanyloxy)-5-(2,2,2-trifluoro-acetylamino)-cyclohexanecarboxylic acid methyl ester
CAS No.:286956-29-4
Molecular Formula:C₂₇H₃₉F₃N₃O₈P
Molecular Weight:621.591
Hs Code.:

(1S,3R,4R,5S)-3-Acetoxy-4-acetylamino-1-(benzyloxy-diisopropylamino-phosphanyloxy)-5-(2,2,2-trifluoro-acetylamino)-cyclohexanecarboxylic acid methyl ester

Synonyms:(1S,3R,4R,5S)-3-Acetoxy-4-acetylamino-1-(benzyloxy-diisopropylamino-phosphanyloxy)-5-(2,2,2-trifluoro-acetylamino)-cyclohexanecarboxylic acid methyl ester

Suppliers and Price of (1S,3R,4R,5S)-3-Acetoxy-4-acetylamino-1-(benzyloxy-diisopropylamino-phosphanyloxy)-5-(2,2,2-trifluoro-acetylamino)-cyclohexanecarboxylic acid methyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1S,3R,4R,5S)-3-Acetoxy-4-acetylamino-1-(benzyloxy-diisopropylamino-phosphanyloxy)-5-(2,2,2-trifluoro-acetylamino)-cyclohexanecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,3R,4R,5S)-3-Acetoxy-4-acetylamino-1-(benzyloxy-diisopropylamino-phosphanyloxy)-5-(2,2,2-trifluoro-acetylamino)-cyclohexanecarboxylic acid methyl ester

There total 14 articles about (1S,3R,4R,5S)-3-Acetoxy-4-acetylamino-1-(benzyloxy-diisopropylamino-phosphanyloxy)-5-(2,2,2-trifluoro-acetylamino)-cyclohexanecarboxylic acid methyl 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: 91.0%

: 128753-68-4
(benzyloxy)chloro(diisopropylamino)phosphane

: 286956-27-2
methyl (1S,3S,4R,5R)-4-acetamido-5-O-acetyl-1,5-dihydroxy-3-(trifluoroacetamido)cyclohexane-1-carboxylate

: 286956-29-4
(1S,3R,4R,5S)-3-Acetoxy-4-acetylamino-1-(benzyloxy-diisopropylamino-phosphanyloxy)-5-(2,2,2-trifluoro-acetylamino)-cyclohexanecarboxylic acid methyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; for 8h;
DOI:10.1002/(SICI)1099-0690(200005)2000:9<1745::AID-EJOC1745>3.0.CO;2-8

Reference yield:

: methyl (1S,3S,4S,5R)-1,5-di-O-acetyl-3-amino-1,4,5-trihydroxycyclohexane-1-carboxylate

: 286956-29-4
(1S,3R,4R,5S)-3-Acetoxy-4-acetylamino-1-(benzyloxy-diisopropylamino-phosphanyloxy)-5-(2,2,2-trifluoro-acetylamino)-cyclohexanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 1 g / Et₃N; NaHCO₃ / 0.5 h

2: pyridine / CH₂Cl₂ / 0.33 h / -18 °C

3: 482 mg / tetrabutylammonium nitrite / acetonitrile / 0.5 h

4: pyridine / CH₂Cl₂ / 3.25 h / 0 - 20 °C

5: 327 mg / lithium azide / dimethylformamide / 0.75 h / 60 °C

6: H₂ / Pd/C / methanol / 0.5 h

7: 0.20 g / pyridine

8: NaOMe / methanol / 2 h / 20 °C

9: 123 mg / pyridine; DMAP / ethyl acetate / 1 h / 20 °C

10: 91 percent / diisopropylethylamine / acetonitrile / 8 h

With pyridine; dmap; lithium azide; hydrogen; sodium methylate; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; tetrabutylammonium nitrite; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 1: Acylation / 2: Acylation / 3: Elimination / 4: Acylation / 5: Substitution / 6: Catalytic hydrogenation / 7: Acetylation / 8: Deacetylation / 9: Acetylation / 10: Condensation;
DOI:10.1002/(SICI)1099-0690(200005)2000:9<1745::AID-EJOC1745>3.0.CO;2-8

Reference yield:

: (3aR,5R,7R,7aS)-5,7-Diacetoxy-2-oxo-hexahydro-2λ⁴-benzo[1,3,2]dioxathiole-5-carboxylic acid methyl ester

: 286956-29-4
(1S,3R,4R,5S)-3-Acetoxy-4-acetylamino-1-(benzyloxy-diisopropylamino-phosphanyloxy)-5-(2,2,2-trifluoro-acetylamino)-cyclohexanecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 0.91 g / NaIO₄ / RuCl₃*H₂O / ethyl acetate; acetonitrile / 1 h / 0 - 20 °C

2: LiN₃ / dimethylformamide / 0.5 h / 80 °C

3: 561 mg / aq. H₂SO₄ / 0.5 h / 20 °C

4: H₂ / Pd/C / ethyl acetate / 2 h

5: 1 g / Et₃N; NaHCO₃ / 0.5 h

6: pyridine / CH₂Cl₂ / 0.33 h / -18 °C

7: 482 mg / tetrabutylammonium nitrite / acetonitrile / 0.5 h

8: pyridine / CH₂Cl₂ / 3.25 h / 0 - 20 °C

9: 327 mg / lithium azide / dimethylformamide / 0.75 h / 60 °C

10: H₂ / Pd/C / methanol / 0.5 h

11: 0.20 g / pyridine

12: NaOMe / methanol / 2 h / 20 °C

13: 123 mg / pyridine; DMAP / ethyl acetate / 1 h / 20 °C

14: 91 percent / diisopropylethylamine / acetonitrile / 8 h

With pyridine; dmap; sodium periodate; lithium azide; sulfuric acid; hydrogen; sodium methylate; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; tetrabutylammonium nitrite; ruthenium trichloride; palladium on activated charcoal; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile; 1: Oxidation / 2: Substitution / 3: Hydrolysis / 4: Catalytic hydrogenation / 5: Acylation / 6: Acylation / 7: Elimination / 8: Acylation / 9: Substitution / 10: Catalytic hydrogenation / 11: Acetylation / 12: Deacetylation / 13: Acetylation / 14: Condensation;
DOI:10.1002/(SICI)1099-0690(200005)2000:9<1745::AID-EJOC1745>3.0.CO;2-8