Benzoic acid (1R,2R)-2,3-bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-propyl ester

Base Information

Chemical Name:Benzoic acid (1R,2R)-2,3-bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-propyl ester
CAS No.:189702-19-0
Molecular Formula:C₃₂H₃₆O₉
Molecular Weight:564.632
Hs Code.:

Synonyms:Benzoic acid (1R,2R)-2,3-bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-propyl ester

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Chemical Property of Benzoic acid (1R,2R)-2,3-bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-propyl ester

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Technology Process of Benzoic acid (1R,2R)-2,3-bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-propyl ester

There total 8 articles about Benzoic acid (1R,2R)-2,3-bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-propyl 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: 97.0%

: 189702-37-2
Benzoic acid (1S,2R)-2,3-bis-benzyloxymethoxy-1-[(R)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-hydroxy-methyl]-propyl ester

: 189702-19-0
Benzoic acid (1R,2R)-2,3-bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-propyl ester

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -68 ℃;
DOI:10.1021/jo961542v

Reference yield:

: 96149-47-2
(1R,2R)-1,2-bis((R)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diyl-dibenzoate

: 189702-19-0
Benzoic acid (1R,2R)-2,3-bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 17 percent / 70percent AcOH / 4 h / 22 °C

2: 80 percent / i-Pr₂NEt / CH₂Cl₂ / 24 h / 0 °C

3: 82 percent / 30percent KOH / methanol; CH₂Cl₂ / 0.5 h / 22 °C

4: 40 percent / DMAP / pyridine / 20 h / 0 °C

5: 97 percent / (COCl)2, DMSO, NEt₃ / CH₂Cl₂ / -68 °C

With dmap; potassium hydroxide; oxalyl dichloride; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In pyridine; methanol; dichloromethane;
DOI:10.1021/jo961542v

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 189702-19-0
Benzoic acid (1R,2R)-2,3-bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolane-4-carbonyl)-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 80 percent / i-Pr₂NEt / CH₂Cl₂ / 24 h / 0 °C

2: 82 percent / 30percent KOH / methanol; CH₂Cl₂ / 0.5 h / 22 °C

3: 40 percent / DMAP / pyridine / 20 h / 0 °C

4: 97 percent / (COCl)2, DMSO, NEt₃ / CH₂Cl₂ / -68 °C

With dmap; potassium hydroxide; oxalyl dichloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In pyridine; methanol; dichloromethane;
DOI:10.1021/jo961542v