(1R,2R,3S,5R)-Pinanediol Pyrrolidine-2R-boronate Hydrochloride

Base Information

• Chemical Name: (1R,2R,3S,5R)-Pinanediol Pyrrolidine-2R-boronate Hydrochloride
• CAS No.: 149716-72-3
• Molecular Formula: C₁₄H₂₄BNO₂*ClH
• Molecular Weight: 285.622
• Hs Code.: 2933998090
• Mol file: 149716-72-3.mol

Synonyms:(1R,2R,3S,5R)-Pinanediol Pyrrolidine-2R-boronate Hydrochloride;(2R)-2-[(3aR,4R,6R,7aS)-hexahydro-3a,5,5-triMethyl-4,6-Methano-1,3,2-benzodioxaborol-2-yl]pyrrolidine Hhydrochloride;[3aR-[2(R*),3aα,4β,6β,7aα]]-;(2S)-2-Pyrrolidineboronic acid (1S,2S,3R, 5S)-(+)-2,3-pinanediol ester hydrochloride;(2S)-2-[(3aR,4R,6R,7aS)-3a,5,5-Trimethylhexahydro-4,6-methano-1,2-benzoxaborol-2(3H)-yl]pyrrolidine hydrochloride

Chemical Property of (1R,2R,3S,5R)-Pinanediol Pyrrolidine-2R-boronate Hydrochloride

Chemical Property:

• PSA: 30.49000
• LogP: 3.55660
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol

Purity/Quality:

98%min ^*data from raw suppliers

(1R,2R,3S,5R)-PinanediolPyrrolidine-2R-boronateHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (1R,2R,3S,5R)-Pinanediol Pyrrolidine-2R-boronate Hydrochloride is used in the preparation of prolineboronate esters.

Technology Process of (1R,2R,3S,5R)-Pinanediol Pyrrolidine-2R-boronate Hydrochloride

There total 11 articles about (1R,2R,3S,5R)-Pinanediol Pyrrolidine-2R-boronate Hydrochloride 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: 90.0%

C18H32BNO3S (1536530-89-8) → (2R)-2-((3aS,7aR)-3a,5,5-trimethylhexahydro-4,6-methanobenzo[d][1,3,2]dioxaborol-2-yl)pyrrolidine hydrochloride (1448440-98-9,149716-72-3)

Guidance literature:

With hydrogenchloride; In methanol; at 20 ℃; for 0.5h;

DOI:10.1039/c4ra02229g

Reference yield: 35.5%

hydrogenchloride (7647-01-0,15364-23-5) + C33H38BNO2 → (RS)-proline boronic acid-(1S,2S,3R,5S)-(+)-2,3-pinanediol ester hydrochloride (149716-72-3)

Guidance literature:

hydrogenchloride; C₃₃H₃₈BNO₂; In diethyl ether; at 0 - 20 ℃; for 3.5h;

With O,O'-dibenzoyl-L-tartaric acid; at 55 ℃; for 1h;

Reference yield: 33.0%

hydrogenchloride (7647-01-0,15364-23-5) + (1S,2S,3R,5S)-pinane-2,3-diyl (N-(1,1-dimethylethoxycarbonyl)pyrrolidin-2-yl)boronate (205116-75-2) → (RS)-proline boronic acid-(1S,2S,3R,5S)-(+)-2,3-pinanediol ester hydrochloride (149716-72-3)

Guidance literature:

hydrogenchloride; (1S,2S,3R,5S)-pinane-2,3-diyl (N-(1,1-dimethylethoxycarbonyl)pyrrolidin-2-yl)boronate; In diethyl ether; at 0 - 20 ℃; for 3.5h;

With O,O'-dibenzoyl-L-tartaric acid; at 55 ℃; for 1h;

upstream raw materials:

(1S,2S,3R,5S)-pinane-2,3-diyl (N-(1,1-dimethylethoxycarbonyl)pyrrolidin-2-yl)boronate

pinanediol

hydrogenchloride

C₁₈H₃₃BClNO₃S

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