Isoreserpin

Base Information

Chemical Name:Isoreserpin
CAS No.:1263-58-7
Molecular Formula:C₃₃H₄₀N₂O₉
Molecular Weight:608.689
Hs Code.:
NSC Number:169414,80138
DSSTox Substance ID:DTXSID30925499
Nikkaji Number:J23.906B
Wikidata:Q27163633
Metabolomics Workbench ID:132025
ChEMBL ID:CHEMBL357497
Mol file:1263-58-7.mol

Synonyms:Regroton

Suppliers and Price of Isoreserpin

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 6 raw suppliers

Chemical Property of Isoreserpin

Chemical Property:

Boiling Point:700.1°Cat760mmHg
Flash Point:377.2°C
Density:1.32g/cm³
XLogP3:4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:10
Exact Mass:608.27338086
Heavy Atom Count:44
Complexity:1000

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

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:COC1C(CC2CN3CCC4=C(C3CC2C1C(=O)OC)NC5=C4C=CC(=C5)OC)OC(=O)C6=CC(=C(C(=C6)OC)OC)OC

Technology Process of Isoreserpin

There total 71 articles about Isoreserpin 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: 95.0%

: 4521-61-3
3,4,5-Trimethoxybenzoyl chloride

: 2901-66-8,16676-49-6,17138-18-0,20686-05-9,20686-09-3,101053-19-4
(+/-)-methyl reserpate

: 50-55-5,482-85-9,1263-58-7,6872-69-1,17138-19-1,17298-47-4,72151-85-0,72173-53-6,75331-15-6
(+/-)-3-isoreserpine

Guidance literature:: With pyridine; at 20 ℃; for 96h;
DOI:10.1021/ja055744x

Reference yield:

: 96648-91-8
(4aR^*,5S^*,6S^*,7R^*)-2-benzyl-3,4,4a,5,6,7-hexahydro-5-((methoxymethoxy)methyl)-6,7-oxy-1(2H)-isoquinolone

: 50-55-5,482-85-9,1263-58-7,6872-69-1,17138-19-1,17298-47-4,72151-85-0,72173-53-6,75331-15-6
(+/-)-3-isoreserpine

Guidance literature:: Multi-step reaction with 12 steps

1: 90 percent / lithium 2-ethylhexanoate / 1,2-dimethoxy-ethane / 16 h / Heating

2: 98 percent / Ag₂O, CaSO₄ / 96 h / Ambient temperature

3: acid / methanol

4: pyridinium dichromate / dimethylformamide

6: alane

7: methanol / acid

8: 40 percent / hydrogen

9: 91 percent / 4-(dimethylamino)pyridine / pyridine; CH₂Cl₂ / 24 h / Ambient temperature

10: 93 percent / hydrogen / 20 percent Pd(OH)2/C / acetic acid / 24 h / 760 Torr

11: 69 percent / N,N-diisopropylethylamine, NaI / dimethylsulfoxide / 72 h / Ambient temperature

12: 1.) Hg(OAc)2, 2.) H₂S, 3.) Zn / 1.) aq. acetic acid, 85-90 deg C, 1.25 h, 2.) aq. acetic acid, 85-90 deg C to rt, 1 h, 3.) aq. HClO₄, THF, acetone, reflux, 15 min

With methanol; dmap; calcium sulfate; dipyridinium dichromate; hydrogen sulfide; mercury(II) diacetate; hydrogen; aluminium hydride; lithium 2-ethylhexanoate; N-ethyl-N,N-diisopropylamine; sodium iodide; silver(l) oxide; zinc; palladium dihydroxide; In pyridine; methanol; 1,2-dimethoxyethane; dichloromethane; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ja00254a036

Reference yield:

: 96648-91-8
(4aR^*,5S^*,6S^*,7R^*)-2-benzyl-3,4,4a,5,6,7-hexahydro-5-((methoxymethoxy)methyl)-6,7-oxy-1(2H)-isoquinolone

: 50-55-5,482-85-9,1263-58-7,6872-69-1,17138-19-1,17298-47-4,72151-85-0,72173-53-6,75331-15-6
(+/-)-reserpine

Guidance literature:: Multi-step reaction with 12 steps

1: 90 percent / lithium 2-ethylhexanoate / 1,2-dimethoxy-ethane / 16 h / Heating

2: 98 percent / Ag₂O, CaSO₄ / 96 h / Ambient temperature

3: acid / methanol

4: pyridinium dichromate / dimethylformamide

6: alane

7: methanol / acid

8: 40 percent / hydrogen

9: 91 percent / 4-(dimethylamino)pyridine / pyridine; CH₂Cl₂ / 24 h / Ambient temperature

10: 93 percent / hydrogen / 20 percent Pd(OH)2/C / acetic acid / 24 h / 760 Torr

11: 69 percent / N,N-diisopropylethylamine, NaI / dimethylsulfoxide / 72 h / Ambient temperature

12: 1.) Hg(OAc)2, 2.) H₂S, 3.) Zn / 1.) aq. acetic acid, 85-90 deg C, 1.25 h, 2.) aq. acetic acid, 85-90 deg C to rt, 1 h, 3.) aq. HClO₄, THF, acetone, reflux, 15 min

With methanol; dmap; calcium sulfate; dipyridinium dichromate; hydrogen sulfide; mercury(II) diacetate; hydrogen; aluminium hydride; lithium 2-ethylhexanoate; N-ethyl-N,N-diisopropylamine; sodium iodide; silver(l) oxide; zinc; palladium dihydroxide; In pyridine; methanol; 1,2-dimethoxyethane; dichloromethane; acetic acid; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ja00254a036