Benzoic acid (1S,2R,3R)-3,4-bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-butyl ester

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Chemical Name:Benzoic acid (1S,2R,3R)-3,4-bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-butyl ester
CAS No.:189702-38-3
Molecular Formula:C₃₂H₃₈O₉
Molecular Weight:566.648
Hs Code.:

Synonyms:Benzoic acid (1S,2R,3R)-3,4-bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-butyl ester

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Chemical Property of Benzoic acid (1S,2R,3R)-3,4-bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-butyl ester

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Technology Process of Benzoic acid (1S,2R,3R)-3,4-bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-butyl ester

There total 6 articles about Benzoic acid (1S,2R,3R)-3,4-bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-butyl 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: 27.0%

: 98-88-4
benzoyl chloride

: 189702-36-1
(1S,2S,3R)-3,4-Bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-butane-1,2-diol

: 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

: 189702-38-3
Benzoic acid (1S,2R,3R)-3,4-bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-butyl ester

Guidance literature:: With dmap; In pyridine; at 0 ℃; for 20h;
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

: 189702-38-3
Benzoic acid (1S,2R,3R)-3,4-bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-butyl ester

Guidance literature:: Multi-step reaction with 4 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: 27 percent / DMAP / pyridine / 20 h / 0 °C

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

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 189702-38-3
Benzoic acid (1S,2R,3R)-3,4-bis-benzyloxymethoxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-hydroxy-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 27 percent / DMAP / pyridine / 20 h / 0 °C

With dmap; potassium hydroxide; N-ethyl-N,N-diisopropylamine; In pyridine; methanol; dichloromethane;
DOI:10.1021/jo961542v