O-dibenzyl methyl-(+/-)-β-conidendral

Base Information

• Chemical Name: O-dibenzyl methyl-(+/-)-β-conidendral
• CAS No.: 105783-68-4
• Molecular Formula: C₃₅H₃₆O₆
• Molecular Weight: 552.667
• Mol file: 105783-68-4.mol

Synonyms:

Chemical Property of O-dibenzyl methyl-(+/-)-β-conidendral

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-dibenzyl methyl-(+/-)-β-conidendral

There total 17 articles about O-dibenzyl methyl-(+/-)-β-conidendral 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: 84.0%

methanol (67-56-1) + O-dibenzyl epi-1-(+/-)-α-conidendral (105783-67-3,105817-23-0) → O-dibenzyl methyl epi-1-(+/-)-α-conidendral (105783-68-4,105817-24-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 14 - 20 ℃; for 2.5h;

DOI:10.1016/S0040-4020(01)87617-1

Reference yield: 84.0%

methanol (67-56-1) + O-dibenzyl-(+/-)-β-conidendral (105783-67-3,105817-23-0) → O-dibenzyl methyl-(+/-)-β-conidendral (105783-68-4,105817-24-1)

Guidance literature:

With trifluoroacetic acid; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(01)87617-1

Reference yield:

1-(benzyloxy)-4-(bromomethyl)-2-methoxybenzene (72724-00-6) → O-dibenzyl methyl epi-1-(+/-)-α-conidendral (105783-68-4,105817-24-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) LDA, 2.) HMPT / 1.) THF, -80 deg C, 1h 30 min. 2.) THF, 12 h

2: 91 percent / HgO, BF₃*Et₂O / tetrahydrofuran / 20 h / Ambient temperature

3: 76 percent / NaBH₄ / methanol; CH₂Cl₂ / 3 h / Ambient temperature

4: 95 percent / CF₃COOH / CH₂Cl₂ / 3 h / 10 °C

5: 92 percent / DIBAL / toluene; CH₂Cl₂ / 3 h / -78 °C

6: 84 percent / CF₃COOH / CH₂Cl₂ / 2.5 h / 14 - 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; boron trifluoride diethyl etherate; diisobutylaluminium hydride; trifluoroacetic acid; mercury(II) oxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; toluene;

DOI:10.1016/S0040-4020(01)87617-1

upstream raw materials:

methanol

O-dibenzyl epi-1-(+/-)-α-conidendral

1-(benzyloxy)-4-(bromomethyl)-2-methoxybenzene

2-(4-benzyloxy-3-methoxyphenyl)-1,3-dithiane

Downstream raw materials:

O-diacetyl-(+/-)-α-conidendrine

O-diacetyl methyl epi-1-(+/-)-α-conidendral

O-diacetyl methyl-(+/-)-β-conidendral

methyl-(+/-)-β-conidendral

Refernces