(3aS,4S,6S,7aR)-3a,5,5-trimethyl-2-(2-phenylethyl)hexahydro-4,6-methano-1,3,2-benzodioxaborole

Base Information

• Chemical Name: (3aS,4S,6S,7aR)-3a,5,5-trimethyl-2-(2-phenylethyl)hexahydro-4,6-methano-1,3,2-benzodioxaborole
• CAS No.: 244782-33-0
• Molecular Formula: C₁₈H₂₅BO₂
• Molecular Weight: 284.206

Synonyms:(3aS,4S,6S,7aR)-3a,5,5-trimethyl-2-(2-phenylethyl)hexahydro-4,6-methano-1,3,2-benzodioxaborole

Chemical Property of (3aS,4S,6S,7aR)-3a,5,5-trimethyl-2-(2-phenylethyl)hexahydro-4,6-methano-1,3,2-benzodioxaborole

Chemical Property:

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Technology Process of (3aS,4S,6S,7aR)-3a,5,5-trimethyl-2-(2-phenylethyl)hexahydro-4,6-methano-1,3,2-benzodioxaborole

There total 3 articles about (3aS,4S,6S,7aR)-3a,5,5-trimethyl-2-(2-phenylethyl)hexahydro-4,6-methano-1,3,2-benzodioxaborole 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: 97.0%

pinanediol (18680-27-8) + (2-phenylethyl)boronic acid (34420-17-2) → (3aS,4S,6S,7aR)-3a,5,5-trimethyl-2-(2-phenylethyl)hexahydro-4,6-methano-1,3,2-benzodioxaborole (244782-33-0)

Guidance literature:

In tetrahydrofuran; at 20 ℃;

DOI:10.1021/jo901930v

Reference yield:

phenethylmagnesium bromide (3277-89-2) → (3aS,4S,6S,7aR)-3a,5,5-trimethyl-2-(2-phenylethyl)hexahydro-4,6-methano-1,3,2-benzodioxaborole (244782-33-0)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether / -78 - 25 °C

2: H₂SO₄

With sulfuric acid; In diethyl ether;

DOI:10.1016/S0960-894X(02)00682-0

Reference yield:

C14H23BO2 → (3aS,4S,6S,7aR)-3a,5,5-trimethyl-2-(2-phenylethyl)hexahydro-4,6-methano-1,3,2-benzodioxaborole (244782-33-0)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄

With sulfuric acid;

DOI:10.1016/S0960-894X(02)00682-0

upstream raw materials:

pinanediol

(2-phenylethyl)boronic acid

phenethylmagnesium bromide

Downstream raw materials:

(1S,2S,6R,8S)-4-((S)-1-Chloro-3-phenyl-propyl)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]decane

(R)-3-Phenyl-1-((1S,2S,6R,8S)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]dec-4-yl)-propylamine; hydrochloride

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