(2S,3S,4S,5R,6R)-4,5-Bis-benzoyloxy-6-methoxy-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid

Base Information

Chemical Name:(2S,3S,4S,5R,6R)-4,5-Bis-benzoyloxy-6-methoxy-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid
CAS No.:1054781-79-1
Molecular Formula:C₅₅H₅₄O₁₄
Molecular Weight:939.025
Hs Code.:

(2S,3S,4S,5R,6R)-4,5-Bis-benzoyloxy-6-methoxy-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid

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Chemical Property of (2S,3S,4S,5R,6R)-4,5-Bis-benzoyloxy-6-methoxy-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid

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Technology Process of (2S,3S,4S,5R,6R)-4,5-Bis-benzoyloxy-6-methoxy-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid

There total 7 articles about (2S,3S,4S,5R,6R)-4,5-Bis-benzoyloxy-6-methoxy-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid 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:

: 183064-43-9
methyl O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1->4)-2,3-di-O-benzoyl-β-D-glucopyranoside

: 1054781-79-1
(2S,3S,4S,5R,6R)-4,5-Bis-benzoyloxy-6-methoxy-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid

Guidance literature:: With chromium(VI) oxide; sulfuric acid; In dichloromethane; acetone; 0 deg C - 15 min, room temperature - 5 h;
DOI:10.1080/00397919608003815

Reference yield:

: 74666-83-4,105990-37-2,125354-46-3,125354-47-4,125411-99-6,108739-67-9
1-deoxy-1-(S-ethyl)-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

: 1054781-79-1
(2S,3S,4S,5R,6R)-4,5-Bis-benzoyloxy-6-methoxy-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 66.6 percent / methyl triflate, MS 4A / diethyl ether / 16 h / 22 °C

2: 76.5 percent / cerric ammonium nitrate

3: CrO₃, aq. H₂SO₄ / acetone; CH₂Cl₂ / 0 deg C - 15 min, room temperature - 5 h

With chromium(VI) oxide; ammonium cerium(IV) nitrate; sulfuric acid; methyl trifluoromethanesulfonate; In diethyl ether; dichloromethane; acetone;
DOI:10.1080/00397919608003815

Reference yield:

: 98-88-4
benzoyl chloride

: 1054781-79-1
(2S,3S,4S,5R,6R)-4,5-Bis-benzoyloxy-6-methoxy-3-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 86.9 percent / pyridine

2: 1.) NaCNBH₃, MS 3A, 2.) trifluoroacetic acid / 1.) DMF, 0 deg C, 1 h, 2.) DMF, 10 h

3: 66.6 percent / methyl triflate, MS 4A / diethyl ether / 16 h / 22 °C

4: 76.5 percent / cerric ammonium nitrate

5: CrO₃, aq. H₂SO₄ / acetone; CH₂Cl₂ / 0 deg C - 15 min, room temperature - 5 h

With pyridine; chromium(VI) oxide; ammonium cerium(IV) nitrate; sulfuric acid; sodium cyanoborohydride; trifluoroacetic acid; methyl trifluoromethanesulfonate; In diethyl ether; dichloromethane; acetone;
DOI:10.1080/00397919608003815