Grundmann's alcohol

Base Information

• Chemical Name: Grundmann's alcohol
• CAS No.: 33813-99-9
• Molecular Formula: C₁₈H₃₄O
• Molecular Weight: 266.467
• Mol file: 33813-99-9.mol

Synonyms:Grundmann's alcohol

Chemical Property of Grundmann's alcohol

Chemical Property:

Purity/Quality:

>98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Grundmann's alcohol

There total 1 articles about Grundmann's alcohol 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:

3β-O-(tert-butyldimethylsilyl)-7,8-dihydroxy-7,8-dihydrovitamin D3 (84927-67-3) → Grundmann's alcohol (33813-99-9) + (2Z)-2-<(5S)-5-(tert-butyldimethylsilyloxy)-2-methylene-cyclohexylidene>-ethanol (96685-53-9)

Guidance literature:

With lead(IV) acetate; sodium bis(2-methoxyethoxy)aluminium dihydride; Yield given. Multistep reaction. Yields of byproduct given; 1.) benzene, pyridine, 25 deg C, 10 min, 2.) water, 1,5h;

DOI:10.1021/jo00157a004

Reference yield: 91.0%

Grundmann's alcohol (33813-99-9) + p-Methoxybenzyl bromide (2746-25-0) → (1R,3aR,4S,7aR)-1-[(R)-1,5-dimethylhexyl]-4-(4-methoxybenzyloxy)-7a-methyloctahydro-1H-indene

Guidance literature:

Grundmann's alcohol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 1h; Cooling;

p-Methoxybenzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 120 ℃; for 12h; Cooling;

DOI:10.1002/cmdc.201700792

Reference yield: 88.0%

4-allyloxybenzyl chloride (32078-38-9) + Grundmann's alcohol (33813-99-9) → (1R,3aR,4S,7aR)-1-[(R)-1,5-dimethylhexyl]-4-(4-allocbenzyloxy)-7a-methyloctahydro-1H-indene

Guidance literature:

Grundmann's alcohol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; for 1h; Cooling;

4-allyloxybenzyl chloride; In N,N-dimethyl-formamide; mineral oil; at 120 ℃; for 12h; Cooling;

DOI:10.1002/cmdc.201700792

upstream raw materials:

3β-O-(tert-butyldimethylsilyl)-7,8-dihydroxy-7,8-dihydrovitamin D3

Downstream raw materials:

Grundmann's ketone

(3aR)-1t-((R)-1,5-dimethyl-hexyl)-4t-(3,5-dinitro-benzoyloxy)-7a-methyl-(3ar,7at)-hexahydro-indan

(1R,3aS,7aR)-1-[(R)-1,5-dimethylhexyl]-7a-methyloctahydroinden-4-one

(1R,3aR,7aR)-1-[(2R)-6-hydroxy-6-methylhept-2-yl]-7a-methyloctahydroinden-4-one

Refernces