Toluene-4-sulfonic acid (2R,3S,4S)-3,4-bis-methoxymethoxy-tetrahydro-pyran-2-ylmethyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (2R,3S,4S)-3,4-bis-methoxymethoxy-tetrahydro-pyran-2-ylmethyl ester
CAS No.:850533-20-9
Molecular Formula:C₁₇H₂₆O₈S
Molecular Weight:390.455
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (2R,3S,4S)-3,4-bis-methoxymethoxy-tetrahydro-pyran-2-ylmethyl ester

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Chemical Property of Toluene-4-sulfonic acid (2R,3S,4S)-3,4-bis-methoxymethoxy-tetrahydro-pyran-2-ylmethyl ester

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Technology Process of Toluene-4-sulfonic acid (2R,3S,4S)-3,4-bis-methoxymethoxy-tetrahydro-pyran-2-ylmethyl ester

There total 5 articles about Toluene-4-sulfonic acid (2R,3S,4S)-3,4-bis-methoxymethoxy-tetrahydro-pyran-2-ylmethyl 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%

: 107-30-2
chloromethyl methyl ether

: 720698-25-9
6-O-(4-toluenesulfonyl)-1,2-dideoxy-D-allose

: 850533-20-9
Toluene-4-sulfonic acid (2R,3S,4S)-3,4-bis-methoxymethoxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; Heating;
DOI:10.1016/S0040-4039(02)00450-1

Reference yield:

: 135214-83-4
1,5-Anhydro-2-deoxy-4,6-O-(phenylmethylene)-D-arabino-hexopyranoside

: 850533-20-9
Toluene-4-sulfonic acid (2R,3S,4S)-3,4-bis-methoxymethoxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2: L-selectride / tetrahydrofuran / -78 °C

3: 92 percent / hydrogen / Pd_.C / methanol; acetic acid / 20 °C

4: 78 percent / pyridine

5: 72 percent / iPr₂EtN / CH₂Cl₂ / Heating

With pyridine; oxalyl dichloride; hydrogen; L-Selectride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetic acid; 1: Swern oxidation;
DOI:10.1016/S0040-4039(02)00450-1

Reference yield:

: 119238-15-2
1,5-anhydro-2-deoxy-4,6-O-benzylidene-D-ribohexitol

: 850533-20-9
Toluene-4-sulfonic acid (2R,3S,4S)-3,4-bis-methoxymethoxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / hydrogen / Pd_.C / methanol; acetic acid / 20 °C

2: 78 percent / pyridine

3: 72 percent / iPr₂EtN / CH₂Cl₂ / Heating

With pyridine; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; acetic acid;
DOI:10.1016/S0040-4039(02)00450-1