(2S,3R,4S,5R,6R)-4-Benzyloxy-2-((2R,3R,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,5-diol

Base Information

Chemical Name:(2S,3R,4S,5R,6R)-4-Benzyloxy-2-((2R,3R,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,5-diol
CAS No.:124814-00-2
Molecular Formula:C₄₁H₄₈O₁₁
Molecular Weight:716.826
Hs Code.:

(2S,3R,4S,5R,6R)-4-Benzyloxy-2-((2R,3R,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,5-diol

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Chemical Property of (2S,3R,4S,5R,6R)-4-Benzyloxy-2-((2R,3R,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,5-diol

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Technology Process of (2S,3R,4S,5R,6R)-4-Benzyloxy-2-((2R,3R,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,5-diol

There total 5 articles about (2S,3R,4S,5R,6R)-4-Benzyloxy-2-((2R,3R,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,5-diol 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:

: 124813-99-6
methyl 2,3,6-tri-O-benzyl-4-O-(2,4,6-tri-O-acetyl-3-O-benzyl-β-D-glucopyranosyl)-α-D-mannopyranoside

: 124814-00-2
(2S,3R,4S,5R,6R)-4-Benzyloxy-2-((2R,3R,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,5-diol

Guidance literature:: With sodium methylate; In methanol; Ambient temperature;
DOI:10.1016/0008-6215(89)84070-4

Reference yield:

: 97590-76-6
benzyl-O-β-D-glucopyranoside

: 124814-00-2
(2S,3R,4S,5R,6R)-4-Benzyloxy-2-((2R,3R,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,5-diol

Guidance literature:: Multi-step reaction with 3 steps

1: NaOAc / 4 h / 110 °C

2: 87 percent / 1.) crushed molecular sieves (4 Angstroem); 2.) trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 1.) r.t., 0.5 h; 2.) -20 deg C to r.t.

3: 1percent NaOMe / methanol / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; sodium acetate; In methanol; dichloromethane;
DOI:10.1016/0008-6215(89)84070-4

Reference yield:

: 100-39-0
benzyl bromide

: 124814-00-2
(2S,3R,4S,5R,6R)-4-Benzyloxy-2-((2R,3R,4S,5S,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-6-hydroxymethyl-tetrahydro-pyran-3,5-diol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH (60percent dispersion in oil); 2.) 60percent aq. acetic acid; 3.) 0.1M H₂SO₄ / 1.) DMF, 90 deg C, 2 h; 2.) 90 deg C, 2 h; 3.) 90 deg C, 2 h

2: NaOAc / 4 h / 110 °C

3: 87 percent / 1.) crushed molecular sieves (4 Angstroem); 2.) trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 1.) r.t., 0.5 h; 2.) -20 deg C to r.t.

4: 1percent NaOMe / methanol / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sulfuric acid; sodium methylate; sodium acetate; sodium hydride; acetic acid; In methanol; dichloromethane;
DOI:10.1016/0008-6215(89)84070-4