O-tert-Butylcabonyl HU 210

Base Information

• Chemical Name: O-tert-Butylcabonyl HU 210
• CAS No.: 113418-02-3
• Molecular Formula: C30H46O4
• Molecular Weight: 470.693
• DSSTox Substance ID: DTXSID30575756
• Wikidata: Q82465173
• Mol file: 113418-02-3.mol

Synonyms:O-tert-Butylcabonyl HU 210;113418-02-3;[(6aR,10aR)-1-hydroxy-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydrobenzo[c]chromen-9-yl]methyl 2,2-dimethylpropanoate;DTXSID30575756;[(6aR,10aR)-1-Hydroxy-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydro-6H-dibenzo[b,d]pyran-9-yl]methyl 2,2-dimethylpropanoate

Chemical Property of O-tert-Butylcabonyl HU 210

Chemical Property:

• Boiling Point: 513.3±50.0 °C(Predicted)
• PKA: 9.70±0.60(Predicted)
• PSA: 55.76000
• Density: 1.014±0.06 g/cm3(Predicted)
• LogP: 7.82050
• XLogP3: 8.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 470.33960994
• Heavy Atom Count: 34
• Complexity: 729

Purity/Quality:

98% ^*data from raw suppliers

O-TERT-BUTYLCABONYL HU 210 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC(C)(C)C1=CC(=C2C3CC(=CCC3C(OC2=C1)(C)C)COC(=O)C(C)(C)C)O
• Isomeric SMILES: CCCCCCC(C)(C)C1=CC(=C2[C@@H]3CC(=CC[C@H]3C(OC2=C1)(C)C)COC(=O)C(C)(C)C)O
• Uses: O-tert-Butylcabonyl HU 210 is HU 210 (H673500) derivative. A synthetic agonist analog of ?9-Tetrahydro Cannabinol (T293200). Used in the preparation of Δ8-tetrahydrocannabinol analogs as selective ligands for CB2 receptor.

Technology Process of O-tert-Butylcabonyl HU 210

There total 6 articles about O-tert-Butylcabonyl HU 210 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:

5-(1',1'-dimethyl-n-heptyl)-1,3-dihydroxybenzene (56469-10-4) + 2,2-Dimethyl-propionic acid (1R,5R)-4-hydroxy-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethyl ester (76163-97-8,113418-01-2,113449-77-7) → 2,2-Dimethyl-propionic acid (6aR,10aR)-3-(1,1-dimethyl-heptyl)-1-hydroxy-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-9-ylmethyl ester (113418-02-3)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -20 ℃;

DOI:10.1016/S0957-4166(00)86322-3

Reference yield:

(1R)-Myrtenol (19894-97-4) → 2,2-Dimethyl-propionic acid (6aR,10aR)-3-(1,1-dimethyl-heptyl)-1-hydroxy-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-9-ylmethyl ester (113418-02-3)

Guidance literature:

Multi-step reaction with 4 steps

2: sodium chromate / acetic acid; acetic anhydride / 72 h / 35 °C

3: lithium tri-tert-butoxyaluminohydride / tetrahydrofuran

4: boron trifluoride etherate / CH₂Cl₂ / -20 °C

With sodium chromate(VI); lithium tri(t-butoxy)aluminum hydride; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; acetic anhydride; acetic acid;

DOI:10.1016/S0957-4166(00)86322-3

Reference yield:

pivaloyl chloride (3282-30-2) → 2,2-Dimethyl-propionic acid (6aR,10aR)-3-(1,1-dimethyl-heptyl)-1-hydroxy-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-9-ylmethyl ester (113418-02-3)

Guidance literature:

Multi-step reaction with 4 steps

2: sodium chromate / acetic acid; acetic anhydride / 72 h / 35 °C

3: lithium tri-tert-butoxyaluminohydride / tetrahydrofuran

4: boron trifluoride etherate / CH₂Cl₂ / -20 °C

With sodium chromate(VI); lithium tri(t-butoxy)aluminum hydride; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; acetic anhydride; acetic acid;

DOI:10.1016/S0957-4166(00)86322-3

upstream raw materials:

5-(1',1'-dimethyl-n-heptyl)-1,3-dihydroxybenzene

2,2-Dimethyl-propionic acid (1R,5R)-4-hydroxy-6,6-dimethyl-bicyclo[3.1.1]hept-2-en-2-ylmethyl ester

(1R)-Myrtenol

pivaloyl chloride

Downstream raw materials:

2,2-Dimethyl-propionic acid (6aR,10aR)-1-(tert-butyl-dimethyl-silanyloxy)-3-(1,1-dimethyl-heptyl)-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-9-ylmethyl ester

ajulemic acid

(6aR,10aR)-1-((tert-butyldimethylsilyl)oxy)-6,6-dimethyl-3-(2-methyloctan-2-yl)-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-9-carboxylic acid

(6aR,10aR)-1-(tert-Butyl-dimethyl-silanyloxy)-3-(1,1-dimethyl-heptyl)-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-9-carbaldehyde

Refernces

• 1、 Mechoulam, Raphael,Lander, Naftali,Breuer, Aviva,Zahalka, Jamal. "SYNTHESIS OF THE INDIVIDUAL, PHARMACOLOGICALLY DISTINCT, ENANTIOMERS OF A TETRAHYDROCANNABINOL DERIVATIVE". . p. 315 - 318. Retrieved 2007/10/02.