Benzoic acid (R)-1-(naphthalen-1-yloxymethyl)-2-(toluene-4-sulfonyloxy)-ethyl ester

Base Information

Chemical Name:Benzoic acid (R)-1-(naphthalen-1-yloxymethyl)-2-(toluene-4-sulfonyloxy)-ethyl ester
CAS No.:155185-35-6
Molecular Formula:C₂₇H₂₄O₆S
Molecular Weight:476.55
Hs Code.:

Synonyms:Benzoic acid (R)-1-(naphthalen-1-yloxymethyl)-2-(toluene-4-sulfonyloxy)-ethyl ester

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Chemical Property of Benzoic acid (R)-1-(naphthalen-1-yloxymethyl)-2-(toluene-4-sulfonyloxy)-ethyl ester

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Technology Process of Benzoic acid (R)-1-(naphthalen-1-yloxymethyl)-2-(toluene-4-sulfonyloxy)-ethyl ester

There total 7 articles about Benzoic acid (R)-1-(naphthalen-1-yloxymethyl)-2-(toluene-4-sulfonyloxy)-ethyl 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: 72.0%

: 98-59-9
p-toluenesulfonyl chloride

: 155185-34-5
Benzoic acid (S)-1-hydroxymethyl-2-(naphthalen-1-yloxy)-ethyl ester

: 155185-35-6
Benzoic acid (R)-1-(naphthalen-1-yloxymethyl)-2-(toluene-4-sulfonyloxy)-ethyl ester

Guidance literature:: With pyridine; dmap; for 168h; Ambient temperature;
DOI:10.1016/S0957-4166(00)82209-0

Reference yield:

: 90-15-3
α-naphthol

: 155185-35-6
Benzoic acid (R)-1-(naphthalen-1-yloxymethyl)-2-(toluene-4-sulfonyloxy)-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 58 percent / t-BuOK / dimethylsulfoxide / 17 h / Ambient temperature

2: 84 percent / HCl / methanol; ethane-1,2-diol / 4 h / Heating

3: NaIO₄ / dioxane / 17 h / Ambient temperature

4: NaBH₄ / dioxane / 1 h / Ambient temperature

5: 72 percent / DMAP, pyridine / 168 h / Ambient temperature

With pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; sodium periodate; potassium tert-butylate; In 1,4-dioxane; methanol; ethylene glycol; dimethyl sulfoxide;
DOI:10.1016/S0957-4166(00)82209-0

Reference yield:

: 98-88-4
benzoyl chloride

: 155185-35-6
Benzoic acid (R)-1-(naphthalen-1-yloxymethyl)-2-(toluene-4-sulfonyloxy)-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 3 h / Ambient temperature

2: 58 percent / t-BuOK / dimethylsulfoxide / 17 h / Ambient temperature

3: 84 percent / HCl / methanol; ethane-1,2-diol / 4 h / Heating

4: NaIO₄ / dioxane / 17 h / Ambient temperature

5: NaBH₄ / dioxane / 1 h / Ambient temperature

6: 72 percent / DMAP, pyridine / 168 h / Ambient temperature

With pyridine; hydrogenchloride; dmap; sodium tetrahydroborate; sodium periodate; potassium tert-butylate; In 1,4-dioxane; methanol; ethylene glycol; dimethyl sulfoxide;
DOI:10.1016/S0957-4166(00)82209-0