(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 methyl ester

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 methyl ester
CAS No.:183064-45-1
Molecular Formula:C₅₆H₅₆O₁₄
Molecular Weight:953.052
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 methyl ester

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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 methyl ester

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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 methyl ester

There total 8 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 methyl ester 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:

: 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

: 183064-45-1
(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 methyl ester

Guidance literature:: Multi-step reaction with 4 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

4: CH₂Cl₂

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

: 183064-45-1
(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 methyl ester

Guidance literature:: Multi-step reaction with 6 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

6: CH₂Cl₂

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

Reference yield:

: 156928-37-9
methyl 4,6-O-(4-methoxybenzylidene)-β-D-glucopyranoside

: 183064-45-1
(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 methyl ester

Guidance literature:: Multi-step reaction with 6 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

6: CH₂Cl₂

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