<4R-(R*,R*)>-α-Hydroxy-2,2-dimethyl-1,3-dioxolan-4-essigsaeure-(phenylmethyl)ester

Base Information

• Chemical Name: <4R-(R*,R*)>-α-Hydroxy-2,2-dimethyl-1,3-dioxolan-4-essigsaeure-(phenylmethyl)ester
• CAS No.: 120686-97-7
• Molecular Formula: C₁₄H₁₈O₅
• Molecular Weight: 266.294
• Mol file: 120686-97-7.mol

Synonyms:<4R-(R*,R*)>-α-Hydroxy-2,2-dimethyl-1,3-dioxolan-4-essigsaeure-(phenylmethyl)ester

Chemical Property of <4R-(R*,R*)>-α-Hydroxy-2,2-dimethyl-1,3-dioxolan-4-essigsaeure-(phenylmethyl)ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <4R-(R*,R*)>-α-Hydroxy-2,2-dimethyl-1,3-dioxolan-4-essigsaeure-(phenylmethyl)ester

There total 3 articles about <4R-(R*,R*)>-α-Hydroxy-2,2-dimethyl-1,3-dioxolan-4-essigsaeure-(phenylmethyl)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: 78.0%

Oxalic acid benzyl ester (R)-benzyloxycarbonyl-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl ester (185675-43-8) → <4R-(R*,R*)>-α-Hydroxy-2,2-dimethyl-1,3-dioxolan-4-essigsaeure-(phenylmethyl)ester (120686-97-7)

Guidance literature:

In methanol; for 4h; Heating;

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

Reference yield:

O2,O3-dibenzyl-O5,O6-isopropyliden-L-ascorbic acid (122046-90-6) → <4R-(R*,R*)>-α-Hydroxy-2,2-dimethyl-1,3-dioxolan-4-essigsaeure-(phenylmethyl)ester (120686-97-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / O₃ / CH₂Cl₂

2: 78 percent / methanol / 4 h / Heating

With ozone; In methanol; dichloromethane;

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

Reference yield:

benzyl bromide (100-39-0) + Isoascorbinsaeureacetonid (120686-96-6) → <4R-(R*,R*)>-α-Hydroxy-2,2-dimethyl-1,3-dioxolan-4-essigsaeure-(phenylmethyl)ester (120686-97-7)

Guidance literature:

With potassium permanganate; Yield given. Multistep reaction; 1) H₂O; 2) HMPA, 3 d;

upstream raw materials:

benzyl bromide

Isoascorbinsaeureacetonid

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

O²,O³-dibenzyl-O⁵,O⁶-isopropyliden-L-ascorbic acid

Downstream raw materials:

(S)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol

benzyl alcohol