17-(1-Hydroxypropyl)-1,5,10-triazabicyclo[11.4.0]heptadec-14-en-11-one

Base Information

Chemical Name:17-(1-Hydroxypropyl)-1,5,10-triazabicyclo[11.4.0]heptadec-14-en-11-one
CAS No.:22324-44-3
Molecular Formula:C₁₇H₃₁N₃O₂
Molecular Weight:309.452
Hs Code.:
Mol file:22324-44-3.mol

Synonyms:

Suppliers and Price of 17-(1-Hydroxypropyl)-1,5,10-triazabicyclo[11.4.0]heptadec-14-en-11-one

Supply Marketing:

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

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Chemical Property of 17-(1-Hydroxypropyl)-1,5,10-triazabicyclo[11.4.0]heptadec-14-en-11-one

Chemical Property:

Vapor Pressure:8.97E-13mmHg at 25°C
Boiling Point:515.3°C at 760 mmHg
Flash Point:265.4°C
PSA：64.60000
Density:1.09g/cm³
LogP:1.63170
XLogP3:1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:309.24162724
Heavy Atom Count:22
Complexity:373

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCC(C1CC=CC2N1CCCNCCCCNC(=O)C2)O
Description This alkaloid from Equisetum palustra was first obtained by Glet and his colleagues and examined further by Karrer and Eugster. It is dextrorotatory with [α]19D + 15.8° (CHC13) and forms crystalline salts, e.g. the dihydrochloride hydrate, m.p. 188-190°C (dec.); [α]18D + 8.4° (H20) which yields an acid solu_x0002_tion in H20; diperchlorate, m.p. 270 C (dec.); dipicrate, m.p. lS0-lS0.SoC; platinichloride as orange crystals, m.p. 221-3°C (dec.); dipicrolonate, m.p. 154°C and the reineckate, m.p. 174°C. The alkaloid contains two active hydrogens but no methoxyl groups and on reduction yields the dihydro derivative. The latter base, on Hofmann degradation followed by hydrogenation and hydrolysis yields dihydropalustramic acid, 6-(fj-hydroxypropyl)-piperid-2-yl-acetic acid. From these observations, a modified structure for the alkaloid has been suggested although the complete structure is not yet known with certainty. The plant has sometimes given rise to cases of poisoning in cattle which appear to be due to the alkaloid

Technology Process of 17-(1-Hydroxypropyl)-1,5,10-triazabicyclo[11.4.0]heptadec-14-en-11-one

There total 20 articles about 17-(1-Hydroxypropyl)-1,5,10-triazabicyclo[11.4.0]heptadec-14-en-11-one 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: 72.0%

: 94656-49-2
(4R,15aR)-4-((R)-1-Hydroxy-propyl)-8-(toluene-4-sulfonyl)-3,4,6,7,8,9,10,11,12,13,15,15a-dodecahydro-5H-4a,8,13-triaza-benzocyclotridecen-14-one

: 22324-44-3,94730-31-1
(+/-)-palustrine

Guidance literature:: With sodium; In tetrahydrofuran; ammonia; at -70 ℃; for 0.166667h;

Reference yield:

: 79477-05-7
(2R,3S,6S)-6-(2,2-Diethoxy-ethyl)-3-hydroxy-2-vinyl-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

: 22324-44-3,94730-31-1
(+/-)-palustrine

Guidance literature:: Multi-step reaction with 15 steps

2: 88 percent / diisopropylethylamine / CH₂Cl₂ / 8 h / Heating

3: 100 percent / H₂O, K₂CO₃ / methanol / 2 h / Ambient temperature

4: 1.) 1,1'-thiocarbonyldiimidazole, 2.) Bu₃SnH, AIBN / 1.)ClCH₂CH₂Cl, r.t., 22 h, 2.) benzene, reflux, 10 h

5: Na / NH₃; tetrahydrofuran / 0.08 h / -70 °C

6: K₂CO₃ / toluene; benzene; H₂O / 1.)0 degC, 10 min., 2.) 10 degC, 1 h

7: 86 percent / LiAlH₄ / tetrahydrofuran / 0.17 h / Heating

8: 97 percent / K₂CO₃ / dimethylformamide / 22 h / Ambient temperature

9: 80percent NH₂NH₂ / ethanol / 22 h / Ambient temperature

10: Et₃N / CH₂Cl₂ / 0.25 h / -70 °C

11: p-TsOH*H₂O, Me₂CO / 1.) ) degC, 5 min., r.t. 1.5 h

12: Jones reagent, Me₂CO / 0.25 h / 0 °C

13: diethyl ether; methanol / 0.08 h / 0 °C

15: 72 percent / Na / NH₃; tetrahydrofuran / 0.17 h / -70 °C

With lithium aluminium tetrahydride; jones reagent; 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; sodium; potassium carbonate; toluene-4-sulfonic acid; hydrazine hydrate; triethylamine; N-ethyl-N,N-diisopropylamine; 1,1'-Thiocarbonyldiimidazole; acetone; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; ammonia; water; N,N-dimethyl-formamide; toluene; benzene;

Reference yield:

: 94607-95-1
(2R,3R,6R)-6-(2,2-Diethoxy-ethyl)-3-hydroxy-2-((R)-1-methoxymethoxy-propyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

: 22324-44-3,94730-31-1
(+/-)-palustrine

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) 1,1'-thiocarbonyldiimidazole, 2.) Bu₃SnH, AIBN / 1.)ClCH₂CH₂Cl, r.t., 22 h, 2.) benzene, reflux, 10 h

2: Na / NH₃; tetrahydrofuran / 0.08 h / -70 °C

3: K₂CO₃ / toluene; benzene; H₂O / 1.)0 degC, 10 min., 2.) 10 degC, 1 h

4: 86 percent / LiAlH₄ / tetrahydrofuran / 0.17 h / Heating

5: 97 percent / K₂CO₃ / dimethylformamide / 22 h / Ambient temperature

6: 80percent NH₂NH₂ / ethanol / 22 h / Ambient temperature

7: Et₃N / CH₂Cl₂ / 0.25 h / -70 °C

8: p-TsOH*H₂O, Me₂CO / 1.) ) degC, 5 min., r.t. 1.5 h

9: Jones reagent, Me₂CO / 0.25 h / 0 °C

10: diethyl ether; methanol / 0.08 h / 0 °C

12: 72 percent / Na / NH₃; tetrahydrofuran / 0.17 h / -70 °C

With lithium aluminium tetrahydride; jones reagent; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium; potassium carbonate; toluene-4-sulfonic acid; hydrazine hydrate; triethylamine; 1,1'-Thiocarbonyldiimidazole; acetone; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; ammonia; water; N,N-dimethyl-formamide; toluene; benzene;