Oxalic acid benzyl ester (S)-benzyloxycarbonyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl ester

Base Information

• Chemical Name: Oxalic acid benzyl ester (S)-benzyloxycarbonyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl ester
• CAS No.: 185675-45-0
• Molecular Formula: C₂₃H₂₄O₈
• Molecular Weight: 428.439
• Mol file: 185675-45-0.mol

Synonyms:Oxalic acid benzyl ester (S)-benzyloxycarbonyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl ester

Chemical Property of Oxalic acid benzyl ester (S)-benzyloxycarbonyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Oxalic acid benzyl ester (S)-benzyloxycarbonyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl ester

There total 2 articles about Oxalic acid benzyl ester (S)-benzyloxycarbonyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl ester 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: 92.0%

(S)-3,4-Bis-benzyloxy-5-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5H-furan-2-one (185683-68-5) → Oxalic acid benzyl ester (S)-benzyloxycarbonyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl ester (185675-45-0)

Guidance literature:

With ozone; In dichloromethane;

DOI:10.1016/0957-4166(96)00427-2

Reference yield:

(R)-3,4-bis(benzyloxy)-5-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)furan-2(5H)-one (2871-84-3) → Oxalic acid benzyl ester (S)-benzyloxycarbonyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl ester (185675-45-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / triisobutylaluminium / toluene / 72 h / 100 °C

2: 92 percent / O₃ / CH₂Cl₂

With triisobutylaluminum; ozone; In dichloromethane; toluene;

DOI:10.1016/0957-4166(96)00427-2

Reference yield: 77.0%

Oxalic acid benzyl ester (S)-benzyloxycarbonyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl ester (185675-45-0) → (S)-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-hydroxy-acetic acid benzyl ester (185675-49-4)

Guidance literature:

In methanol; for 4h; Heating;

DOI:10.1016/0957-4166(96)00427-2

upstream raw materials:

(S)-3,4-Bis-benzyloxy-5-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5H-furan-2-one

(R)-3,4-bis(benzyloxy)-5-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)furan-2(5H)-one

Downstream raw materials:

(S)-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-hydroxy-acetic acid benzyl ester