Hapalindole O

Base Information

Chemical Name:Hapalindole O
CAS No.:106865-66-1
Molecular Formula:C₂₁H₂₄N₂OS
Molecular Weight:352.5
Hs Code.:
DSSTox Substance ID:DTXSID101046107
Nikkaji Number:J147.291G
Wikidata:Q104246447
Metabolomics Workbench ID:99885
Mol file:106865-66-1.mol

Synonyms:Hapalindole O;106865-66-1;(2R,3R,4R,5R,7S)-4-ethenyl-3-isothiocyanato-4,8,8-trimethyl-14-azatetracyclo[7.6.1.02,7.013,16]hexadeca-1(15),9(16),10,12-tetraen-5-ol;DTXSID101046107

Suppliers and Price of Hapalindole O

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 1 raw suppliers

Chemical Property of Hapalindole O

Chemical Property:

PSA：80.47000
LogP:4.58720
XLogP3:5.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:352.16093457
Heavy Atom Count:25
Complexity:613

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Chemical Classes:other linear non-peptide
Canonical SMILES:CC1(C2CC(C(C(C2C3=CNC4=CC=CC1=C43)N=C=S)(C)C=C)O)C
Isomeric SMILES:C[C@@]1([C@@H](C[C@H]2[C@@H]([C@H]1N=C=S)C3=CNC4=CC=CC(=C43)C2(C)C)O)C=C

Technology Process of Hapalindole O

There total 7 articles about Hapalindole O 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: 98.0%

: 1026653-32-6
O-<1-(τ)-ethoxy>ethylhapalindole

: 106865-66-1
hapalindole O

Guidance literature:: With acetic acid; In methanol; water; for 6h; Ambient temperature;
DOI:10.1248/cpb.42.1393

Reference yield:

: 161197-09-7
<8R-(8β,9α,10α)>-10-azido-2,6,7,8,9,10-hexahydro-8-hydroxy-6,6,9-trimethyl-2-(p-toluenesulfonyl)-9-vinylnaphth<1,2,3-cd>indole

: 106865-66-1
hapalindole O

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 10 h / Ambient temperature

2: 1.) LiAlH₄ / 1.) THF, 0 deg C, 8 h, 2.) CH₂Cl₂, from 0 deg C to RT, 12 h

3: 98 percent / acetic acid / methanol; H₂O / 6 h / Ambient temperature

With lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; acetic acid; In methanol; dichloromethane; water;
DOI:10.1248/cpb.42.1393

Reference yield:

: 161197-07-5
<8R-(8β,9α)>-2,6,7,8,9,10-hexahydro-6,6,9-trimethyl-8-pivaloyloxy-2-(p-toluenesulfonyl)-9-vinylnaph<1,2,3-cd>indole

: 106865-66-1
hapalindole O

Guidance literature:: Multi-step reaction with 6 steps

1: 155 mg / NBS, benzoyl peroxide / CCl₄ / 0.25 h / Heating

2: 39 percent / NaN₃ / dimethylformamide / 3.5 h / Ambient temperature

3: 97 percent / DIBAL-H / toluene / 0.17 h / -78 °C

4: 95 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 10 h / Ambient temperature

5: 1.) LiAlH₄ / 1.) THF, 0 deg C, 8 h, 2.) CH₂Cl₂, from 0 deg C to RT, 12 h

6: 98 percent / acetic acid / methanol; H₂O / 6 h / Ambient temperature

With N-Bromosuccinimide; lithium aluminium tetrahydride; sodium azide; Perbenzoic acid; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; acetic acid; In methanol; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1248/cpb.42.1393