(1R,21S,23R,24S,25R)-24,25-Bis-benzyloxy-23-benzyloxymethyl-2,5,8,11,14,17,20,22-octaoxa-bicyclo[19.2.2]pentacosane

Base Information

Chemical Name:(1R,21S,23R,24S,25R)-24,25-Bis-benzyloxy-23-benzyloxymethyl-2,5,8,11,14,17,20,22-octaoxa-bicyclo[19.2.2]pentacosane
CAS No.:202271-50-9
Molecular Formula:C₃₉H₅₂O₁₁
Molecular Weight:696.835
Hs Code.:

Synonyms:(1R,21S,23R,24S,25R)-24,25-Bis-benzyloxy-23-benzyloxymethyl-2,5,8,11,14,17,20,22-octaoxa-bicyclo[19.2.2]pentacosane

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Chemical Property of (1R,21S,23R,24S,25R)-24,25-Bis-benzyloxy-23-benzyloxymethyl-2,5,8,11,14,17,20,22-octaoxa-bicyclo[19.2.2]pentacosane

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Technology Process of (1R,21S,23R,24S,25R)-24,25-Bis-benzyloxy-23-benzyloxymethyl-2,5,8,11,14,17,20,22-octaoxa-bicyclo[19.2.2]pentacosane

There total 4 articles about (1R,21S,23R,24S,25R)-24,25-Bis-benzyloxy-23-benzyloxymethyl-2,5,8,11,14,17,20,22-octaoxa-bicyclo[19.2.2]pentacosane 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: 57.0%

: 202271-48-5
2-{2-[2-(2-{2-[2-((2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethanol

: 202271-50-9
(1R,21S,23R,24S,25R)-24,25-Bis-benzyloxy-23-benzyloxymethyl-2,5,8,11,14,17,20,22-octaoxa-bicyclo[19.2.2]pentacosane

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; potassium tetrafluoroborate; In acetonitrile; for 2h; Ambient temperature;
DOI:10.1055/s-1998-4480

Reference yield:

: 19488-48-3
methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

: 202271-50-9
(1R,21S,23R,24S,25R)-24,25-Bis-benzyloxy-23-benzyloxymethyl-2,5,8,11,14,17,20,22-octaoxa-bicyclo[19.2.2]pentacosane

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / 50percent aq. KOH, TBAHS / tetrahydrofuran / 12 h / Ambient temperature

2: 68 percent / KOH / 0.75 h / 70 °C

3: 57 percent / KBF₄, TMSOTf / acetonitrile / 2 h / Ambient temperature

With potassium hydroxide; trimethylsilyl trifluoromethanesulfonate; tetra(n-butyl)ammonium hydrogensulfate; potassium tetrafluoroborate; In tetrahydrofuran; acetonitrile;
DOI:10.1055/s-1998-4480

Reference yield:

: 112-60-7
Tetraethylene glycol

: 202271-50-9
(1R,21S,23R,24S,25R)-24,25-Bis-benzyloxy-23-benzyloxymethyl-2,5,8,11,14,17,20,22-octaoxa-bicyclo[19.2.2]pentacosane

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / KOH / 0.75 h / 70 °C

2: 57 percent / KBF₄, TMSOTf / acetonitrile / 2 h / Ambient temperature

With potassium hydroxide; trimethylsilyl trifluoromethanesulfonate; potassium tetrafluoroborate; In acetonitrile;
DOI:10.1055/s-1998-4480