(R)-BoroVal-(+)-Pinanediol-HCl

Base Information

• Chemical Name: (R)-BoroVal-(+)-Pinanediol-HCl
• CAS No.: 178455-04-4
• Molecular Formula: C14H26 B N O2 . Cl H
• Molecular Weight: 287.638
• Mol file: 178455-04-4.mol

Synonyms:4,6-Methano-1,3,2-benzodioxaborole-2-methanamine,hexahydro-3a,5,5-trimethyl-a-(1-methylethyl)-, hydrochloride, [3aS-[2(S*),3aa,4b,6b,7aa]]-;4,6-Methano-1,3,2-benzodioxaborole-2-methanamine, hexahydro-3a,5,5-trimethyl-a-[(1R)-1-methylethyl]-,hydrochloride, (3aS,4S,6S,7aR)- (9CI)

Chemical Property of (R)-BoroVal-(+)-Pinanediol-HCl

Chemical Property:

• PSA: 44.48000
• LogP: 4.15940

Purity/Quality:

99%, ^*data from raw suppliers

(R)-2-methyl-1-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)propan-1-aminehydrochloride 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-BoroVal-(+)-Pinanediol-HCl

There total 4 articles about (R)-BoroVal-(+)-Pinanediol-HCl 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: 89.0%

(3aS,4S,6S,7aR)-2-((S)-1-chloro-2-methylpropyl)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborole → (R)-2-methyl-1-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)propan-1-amine hydrochloride (178455-04-4)

Guidance literature:

(3aS,4S,6S,7aR)-2-((S)-1-chloro-2-methylpropyl)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborole; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 23 ℃; Inert atmosphere;

With hydrogenchloride; In 1,4-dioxane; hexane; at -78 - 23 ℃; for 6h;

Reference yield: 74.0%

→ (R)-2-methyl-1-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)propan-1-amine hydrochloride (178455-04-4)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; 1,4-dioxane; at -20 - 20 ℃; for 3h; Inert atmosphere;

Reference yield:

pinanediol (18680-27-8) → (R)-2-methyl-1-((3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)propan-1-amine hydrochloride (178455-04-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diethyl ether / 16 h / 23 °C / Inert atmosphere

2.1: n-butyllithium / diethyl ether; tetrahydrofuran; hexane / 0.25 h / -110 - -90 °C / Inert atmosphere

2.2: 0.25 h

2.3: 23 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 - 23 °C / Inert atmosphere

3.2: 6 h / -78 - 23 °C

With n-butyllithium; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; hexane;

upstream raw materials:

pinanediol

(3aS,4S,6S,7aR)-2-isopropyl-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborole

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