3-hydroxy-N-[3-[8-(6-hydroxy-3,5-dimethylhept-4-enyl)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]propyl]-2-methyl-4-[[2-[3-methyl-6-(2-oxopent-3-enyl)oxan-2-yl]acetyl]amino]butanamide

Base Information

Chemical Name:3-hydroxy-N-[3-[8-(6-hydroxy-3,5-dimethylhept-4-enyl)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]propyl]-2-methyl-4-[[2-[3-methyl-6-(2-oxopent-3-enyl)oxan-2-yl]acetyl]amino]butanamide
CAS No.:115566-02-4
Molecular Formula:C₄₀H₆₈N₂O₈
Molecular Weight:704.989
Hs Code.:
DSSTox Substance ID:DTXSID101029630
Wikipedia:Bistramide_A
Wikidata:Q105110629,Q105035208
Mol file:115566-02-4.mol

3-hydroxy-N-[3-[8-(6-hydroxy-3,5-dimethylhept-4-enyl)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]propyl]-2-methyl-4-[[2-[3-methyl-6-(2-oxopent-3-enyl)oxan-2-yl]acetyl]amino]butanamide

Synonyms:bistramide A;bistratene A

Suppliers and Price of 3-hydroxy-N-[3-[8-(6-hydroxy-3,5-dimethylhept-4-enyl)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]propyl]-2-methyl-4-[[2-[3-methyl-6-(2-oxopent-3-enyl)oxan-2-yl]acetyl]amino]butanamide

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

American Custom Chemicals Corporation
BISTRATENE A 95.00%
5MG
$ 499.83

Total 8 raw suppliers

Chemical Property of 3-hydroxy-N-[3-[8-(6-hydroxy-3,5-dimethylhept-4-enyl)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]propyl]-2-methyl-4-[[2-[3-methyl-6-(2-oxopent-3-enyl)oxan-2-yl]acetyl]amino]butanamide

Chemical Property:

Refractive Index:1.4670 (estimate)
Boiling Point:705.5°C (rough estimate)
PSA：150.40000
Density:1.0675 (rough estimate)
LogP:7.60960
Storage Temp.:−20°C
XLogP3:5.2
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:18
Exact Mass:704.49756713
Heavy Atom Count:50
Complexity:1140

Purity/Quality:

99% ^*data from raw suppliers

BISTRATENE A 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:T
Statements: 23/24/25
Safety Statements: 22-36/37-45

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC=CC(=O)CC1CCC(C(O1)CC(=O)NCC(C(C)C(=O)NCCCC2C(CCC3(O2)CCCC(O3)CCC(C)C=C(C)C(C)O)C)O)C

Technology Process of 3-hydroxy-N-[3-[8-(6-hydroxy-3,5-dimethylhept-4-enyl)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]propyl]-2-methyl-4-[[2-[3-methyl-6-(2-oxopent-3-enyl)oxan-2-yl]acetyl]amino]butanamide

There total 101 articles about 3-hydroxy-N-[3-[8-(6-hydroxy-3,5-dimethylhept-4-enyl)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl]propyl]-2-methyl-4-[[2-[3-methyl-6-(2-oxopent-3-enyl)oxan-2-yl]acetyl]amino]butanamide 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: 79.0%

: 927396-64-3
3-(tert-butyl-dimethyl-silanyloxy)-N-(3-{8-[6-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-hept-4-enyl]-3-methyl-1,7-dioxa-spiro[5.5]undec-2-yl}-propyl)-2-methyl-4-{2-[3-methyl-6-(2-oxopent-3-enyl)tetrahydro-pyran-2-yl]-acetylamino}-butyramide

: 115566-02-4
bistramide A

Guidance literature:: With pyridinium p-toluenesulfonate; In methanol; at 20 ℃; for 12h;
DOI:10.1021/ol702095n

Reference yield:

: 887612-06-8
(2R,3R)-4-azido-3-(tert-butyldimethylsilyloxy)-2-methylbutan-1-ol

: 115566-02-4
bistramide A

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / HF*pyridine / tetrahydrofuran / 12 h / 20 °C

2: 87 percent / H₂ / Pd/C / tetrahydrofuran / 3 h

3: 0.0097 g / DIEA; PyBOP / dimethylformamide / 2.5 h / 20 °C

4: Et₂NH / dimethylformamide / 1.5 h / 20 °C

5: 0.008 g / dimethylformamide / 15 h / 20 °C

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; pyridine hydrogenfluoride; diethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/ja057686l

Reference yield:

: 756834-75-0
2-((2S,3S,6R)-3-methyl-6-((E)-2-oxopent-3-enyl)tetrahydro-2H-pyran-2-yl)acetic acid

: 115566-02-4
bistramide A

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide*HCl / CH₂Cl₂ / 12 h / 20 °C

2: 0.008 g / dimethylformamide / 15 h / 20 °C

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja057686l