benzyl 5-O-benzyl-1-carboxyl-1-dehydro-2,3-O-isopropylidene-β-D-ribofuranoside

Base Information

Chemical Name:benzyl 5-O-benzyl-1-carboxyl-1-dehydro-2,3-O-isopropylidene-β-D-ribofuranoside
CAS No.:153289-41-9
Molecular Formula:C₂₃H₂₆O₇
Molecular Weight:414.455
Hs Code.:

Synonyms:benzyl 5-O-benzyl-1-carboxyl-1-dehydro-2,3-O-isopropylidene-β-D-ribofuranoside

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Chemical Property of benzyl 5-O-benzyl-1-carboxyl-1-dehydro-2,3-O-isopropylidene-β-D-ribofuranoside

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Technology Process of benzyl 5-O-benzyl-1-carboxyl-1-dehydro-2,3-O-isopropylidene-β-D-ribofuranoside

There total 2 articles about benzyl 5-O-benzyl-1-carboxyl-1-dehydro-2,3-O-isopropylidene-β-D-ribofuranoside 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: 100.0%

: 161939-00-0
(3aR,4S,6R,6aR)-4-Benzyloxy-6-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carbaldehyde

: 153289-41-9
benzyl 5-O-benzyl-1-carboxyl-1-dehydro-2,3-O-isopropylidene-β-D-ribofuranoside

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; for 1h; Ambient temperature;
DOI:10.1016/0040-4020(95)00975-2

Reference yield:

: 153289-40-8
benzyl 6-O-benzyl-3,4-O-isopropylidene-β-D-psicofuranoside

: 153289-41-9
benzyl 5-O-benzyl-1-carboxyl-1-dehydro-2,3-O-isopropylidene-β-D-ribofuranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 20 min, 2.) CH₂Cl₂, from -78 deg C to RT, 45 min

2: 100 percent / NaClO₂, NaH₂PO₄*H₂O, 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h / Ambient temperature

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In water; tert-butyl alcohol;
DOI:10.1016/0040-4020(95)00975-2

Reference yield:

: 153289-41-9
benzyl 5-O-benzyl-1-carboxyl-1-dehydro-2,3-O-isopropylidene-β-D-ribofuranoside

: 130607-26-0
[5S-(5α,7α,8β,9β)]-1,3-diaza-8,9-dihydroxy-7-(hydroxymethyl)-6-oxaspiro[4.4]nonane-2,4-dione

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N / tetrahydrofuran / 0 °C

2: ammonia / Ambient temperature

3: 2.) ammonia / 1.) (CH₂)2Cl₂, 80 deg C; 2.) (CH₂)2Cl₂, r.t.

4: 99 percent / HCl / propan-2-ol / 90 °C

5: H₂ / 10 percent Pd/C / ethanol / 3040 Torr / Ambient temperature

With hydrogenchloride; ammonia; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; isopropyl alcohol;
DOI:10.1016/S0040-4039(00)73734-8