1,3-dideoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-D-ribofuranose 2-(4-methylbenzenesulfonate)

Base Information

Chemical Name:1,3-dideoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-D-ribofuranose 2-(4-methylbenzenesulfonate)
CAS No.:132523-63-8
Molecular Formula:C₂₇H₃₀O₆S
Molecular Weight:482.598
Hs Code.:

Synonyms:1,3-dideoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-D-ribofuranose 2-(4-methylbenzenesulfonate)

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Chemical Property of 1,3-dideoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-D-ribofuranose 2-(4-methylbenzenesulfonate)

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Technology Process of 1,3-dideoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-D-ribofuranose 2-(4-methylbenzenesulfonate)

There total 4 articles about 1,3-dideoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-D-ribofuranose 2-(4-methylbenzenesulfonate) 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: 96.0%

: 98-59-9
p-toluenesulfonyl chloride

: 132617-86-8
1,3-dideoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-D-ribofuranose

: 132523-63-8
1,3-dideoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-D-ribofuranose 2-(4-methylbenzenesulfonate)

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1080/00397910500213864

Reference yield:

: [3R-(3α,4α,5β)]-2-chlorotetrahydro-4,5bis[-(phenylmethoxy)methyl]-3-furanol, acetate

: 132523-63-8
1,3-dideoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-D-ribofuranose 2-(4-methylbenzenesulfonate)

Guidance literature:: Multi-step reaction with 2 steps

1: DIBAL / tetrahydrofuran; toluene / 0.5 h / 0 °C

2: 89 percent / pyridine / 70 h / 5 °C

With pyridine; diisobutylaluminium hydride; In tetrahydrofuran; toluene;
DOI:10.1021/jm00061a013

Reference yield:

: 871578-68-6
5-O-benzyl-3-C-benzyloxymethyl-3-deoxy-1-O-methyl-D-ribofuranoside

: 132523-63-8
1,3-dideoxy-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-D-ribofuranose 2-(4-methylbenzenesulfonate)

Guidance literature:: Multi-step reaction with 2 steps

1.1: ammonium sulfate; hexamethyldisilazane / 2 h / Heating

1.2: 88 percent / triethylsilane; trimethylsilyl triflate / CH₂Cl₂ / 1.5 h / 20 °C

2.1: 96 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 18 h / 20 °C

With dmap; ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane;
DOI:10.1080/00397910500213864