Hapalindole M

Base Information

Chemical Name:Hapalindole M
CAS No.:106865-64-9
Molecular Formula:C₂₁H₂₄N₂S
Molecular Weight:336.501
Hs Code.:
DSSTox Substance ID:DTXSID101046076
Nikkaji Number:J147.290I
Wikidata:Q77505861
Metabolomics Workbench ID:107374
Mol file:106865-64-9.mol

Synonyms:Hapalindole M;106865-64-9;(2R,3R,4R,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-tetraene;MLS004797562;IFJQNMZCVDODPB-RMYQPGKMSA-;DTXSID101046076;SMR003519687;InChI=1/C21H24N2S/c1-5-21(4)10-9-15-18(19(21)23-12-24)13-11-22-16-8-6-7-14(17(13)16)20(15,2)3/h5-8,11,15,18-19,22H,1,9-10H2,2-4H3/t15-,18-,19+,21-/m0/s1

Suppliers and Price of Hapalindole M

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 M

Chemical Property:

XLogP3:6.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:336.16601995
Heavy Atom Count:24
Complexity:578

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Chemical Classes:other linear non-peptide
Canonical SMILES:CC1(C2CCC(C(C2C3=CNC4=CC=CC1=C43)N=C=S)(C)C=C)C
Isomeric SMILES:C[C@@]1(CC[C@H]2[C@@H]([C@H]1N=C=S)C3=CNC4=CC=CC(=C43)C2(C)C)C=C

Technology Process of Hapalindole M

There total 4 articles about Hapalindole M 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:

: 124337-89-9
2,6,7,8,9,10-hexahydro-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1.2.3-cd>indole

: 106865-64-9,124378-65-0
(+/-)-hapalindole M 2

Guidance literature:: Multi-step reaction with 2 steps

1: 1) N-bromosuccinimide, benzoyl peroxide, 2) NaN₃ / 1) CCl₄, reflux, 2) DMF, RT, 16h

2: 1) LiAlH₄ / 1) THF, 0 - 18 deg C, 14h, 2) CH₂Cl₂, 0 - 18 deg C, 2.5h

With N-Bromosuccinimide; lithium aluminium tetrahydride; sodium azide; Perbenzoic acid;
DOI:10.1016/S0040-4020(01)96005-3

Reference yield:

: <9R*-(9α,10β)>-10-azido-21,6,7,8,9,10-hexahydro-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1.2.3-cd>indole

: 106865-64-9,124378-65-0
(+/-)-hapalindole M 2

Guidance literature:: Multi-step reaction with 2 steps

1: 1) SnCl₂, 2) trimethylsilyl azide, trimethylsilyl triflate / 1) MeOH, 2h, reflux, 2) CH₂Cl₂, -20 to -12 deg C, 18h

2: 1) LiAlH₄ / 1) THF, 0 - 18 deg C, 14h, 2) CH₂Cl₂, 0 - 18 deg C, 2.5h

With lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; trimethylsilylazide; tin(ll) chloride;
DOI:10.1016/S0040-4020(01)96005-3

Reference yield:

: <9R*-(9α,10α)>-10-azido-21,6,7,8,9,10-hexahydro-6,6,9-trimethyl-2-p-toluenesulfonyl-9-vinylnaphth<1.2.3-cd>indole

: 124337-97-9
(9S,10R)-10-Isothiocyanato-6,6,9-trimethyl-9-vinyl-2,6,7,8,9,10-hexahydro-2-aza-aceanthrylene

: 106865-64-9,124378-65-0
(+/-)-hapalindole M 2

Guidance literature:: With lithium aluminium tetrahydride; Yield given. Multistep reaction. Yields of byproduct given; 1) THF, 0 - 18 deg C, 14h, 2) CH₂Cl₂, 0 - 18 deg C, 2.5h;
DOI:10.1016/S0040-4020(01)96005-3