(1R,2R,3S,5R)-3-O-benzylpinanediol propionate

Base Information

• Chemical Name: (1R,2R,3S,5R)-3-O-benzylpinanediol propionate
• CAS No.: 318993-95-2
• Molecular Formula: C₂₀H₂₈O₃
• Molecular Weight: 316.441
• Mol file: 318993-95-2.mol

Synonyms:

Chemical Property of (1R,2R,3S,5R)-3-O-benzylpinanediol propionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,3S,5R)-3-O-benzylpinanediol propionate

There total 3 articles about (1R,2R,3S,5R)-3-O-benzylpinanediol propionate 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:

(1R,2R,3S,5R)-2,3-pinane diol (22422-34-0) → (1R,2R,3S,5R)-3-O-benzylpinanediol propionate (318993-95-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylsulfoxide / 10 h / 20 °C

1.2: dimethylsulfoxide / 1 h

2.1: AgCN / benzene / 1.5 h / Heating

With silver cyanide; sodium hydride; In dimethyl sulfoxide; benzene; 1.1: Metallation / 1.2: Alkylation / 2.1: Acylation;

DOI:10.1016/S0957-4166(00)00301-3

Reference yield:

benzyl chloride (100-44-7) → (1R,2R,3S,5R)-3-O-benzylpinanediol propionate (318993-95-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylsulfoxide / 10 h / 20 °C

1.2: dimethylsulfoxide / 1 h

2.1: AgCN / benzene / 1.5 h / Heating

With silver cyanide; sodium hydride; In dimethyl sulfoxide; benzene; 1.1: Metallation / 1.2: Alkylation / 2.1: Acylation;

DOI:10.1016/S0957-4166(00)00301-3

Reference yield:

propionyl chloride (79-03-8) + (1R,2R,3S,5R)-3-(benzyloxy)-pinanediol (318993-93-0) → (1R,2R,3S,5R)-3-O-benzylpinanediol propionate (318993-95-2)

Guidance literature:

With silver cyanide; In benzene; for 1.5h; Heating;

DOI:10.1016/S0957-4166(00)00301-3

upstream raw materials:

propionyl chloride

(1R,2R,3S,5R)-3-(benzyloxy)-pinanediol

(1R,2R,3S,5R)-2,3-pinane diol

benzyl chloride

Refernces