Toluene-4-sulfonic acid (5S,6R)-5,7-bis-benzyloxy-6-methoxymethoxy-heptyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (5S,6R)-5,7-bis-benzyloxy-6-methoxymethoxy-heptyl ester
CAS No.:441352-52-9
Molecular Formula:C₃₀H₃₈O₇S
Molecular Weight:542.694
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (5S,6R)-5,7-bis-benzyloxy-6-methoxymethoxy-heptyl ester

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Chemical Property of Toluene-4-sulfonic acid (5S,6R)-5,7-bis-benzyloxy-6-methoxymethoxy-heptyl ester

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Technology Process of Toluene-4-sulfonic acid (5S,6R)-5,7-bis-benzyloxy-6-methoxymethoxy-heptyl ester

There total 11 articles about Toluene-4-sulfonic acid (5S,6R)-5,7-bis-benzyloxy-6-methoxymethoxy-heptyl 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: 84.0%

: 98-59-9
p-toluenesulfonyl chloride

: 441352-39-2
(5S,6R)-5,7-Bis-benzyloxy-6-methoxymethoxy-heptan-1-ol

: 441352-52-9
Toluene-4-sulfonic acid (5S,6R)-5,7-bis-benzyloxy-6-methoxymethoxy-heptyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/S0040-4020(02)00045-5

Reference yield:

: 22900-10-3,35536-75-5,36792-85-5,113890-34-9,113890-37-2,133813-23-7
2-deoxy-D-ribose

: 441352-52-9
Toluene-4-sulfonic acid (5S,6R)-5,7-bis-benzyloxy-6-methoxymethoxy-heptyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: tetrahydrofuran / 3 h / Heating

2.1: H₂ / 10 percent Pd/C / ethyl acetate; methanol / 20 °C

3.1: 16.33 g / camphorsulfonic acid / CH₂Cl₂ / 20 °C

4.1: i-Pr₂NEt; tetra-n-butylammonium iodide / CH₂Cl₂ / 72 h / 20 °C

5.1: LiAlH₄ / tetrahydrofuran / 0.75 h / 0 °C

6.1: 20.42 g / 2,6-lutidine / CH₂Cl₂ / 4 h / 0 - 20 °C

7.1: H₂ / 20 percent Pd/C / ethyl acetate; methanol / 20 °C

8.1: NaH / dimethylformamide / 0.5 h / 20 °C

8.2: tetra-n-butylammonium iodide / dimethylformamide / 20 °C

9.1: 14.03 g / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 °C

10.1: 84 percent / Et₃N; DMAP / CH₂Cl₂ / 20 °C

With 2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(02)00045-5

Reference yield:

: 116237-17-3
4-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-butyric acid methyl ester

: 441352-52-9
Toluene-4-sulfonic acid (5S,6R)-5,7-bis-benzyloxy-6-methoxymethoxy-heptyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: i-Pr₂NEt; tetra-n-butylammonium iodide / CH₂Cl₂ / 72 h / 20 °C

2.1: LiAlH₄ / tetrahydrofuran / 0.75 h / 0 °C

3.1: 20.42 g / 2,6-lutidine / CH₂Cl₂ / 4 h / 0 - 20 °C

4.1: H₂ / 20 percent Pd/C / ethyl acetate; methanol / 20 °C

5.1: NaH / dimethylformamide / 0.5 h / 20 °C

5.2: tetra-n-butylammonium iodide / dimethylformamide / 20 °C

6.1: 14.03 g / tetra-n-butylammonium fluoride / tetrahydrofuran / 20 °C

7.1: 84 percent / Et₃N; DMAP / CH₂Cl₂ / 20 °C

With 2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(02)00045-5