Methanesulfonic acid 8-[(2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethoxy]-octyl ester

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Chemical Name:Methanesulfonic acid 8-[(2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethoxy]-octyl ester
CAS No.:213768-46-8
Molecular Formula:C₇₂H₈₄O₁₄S
Molecular Weight:1205.52
Hs Code.:

Methanesulfonic acid 8-[(2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethoxy]-octyl ester

Synonyms:Methanesulfonic acid 8-[(2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethoxy]-octyl ester

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Chemical Property of Methanesulfonic acid 8-[(2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethoxy]-octyl ester

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Technology Process of Methanesulfonic acid 8-[(2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethoxy]-octyl ester

There total 17 articles about Methanesulfonic acid 8-[(2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethoxy]-octyl 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: 82.0%

: 213766-35-9
Methanesulfonic acid 8-((2R,3R,4R,5S,6S)-4-allyloxy-3-benzyloxy-5-hydroxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-octyl ester

: 213766-40-6
ethyl 2,3,4-tri-O-benzyl-6-O-trityl-1-thio-α-D-galactopyranoside

: 213768-46-8
Methanesulfonic acid 8-[(2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethoxy]-octyl ester

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; for 0.5h;
DOI:10.1021/jo9806097

Reference yield:

: 100-39-0
benzyl bromide

: 213768-46-8
Methanesulfonic acid 8-[(2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethoxy]-octyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 84 percent / NaH / dimethylformamide / 1.) 0 deg C, 30 min, 2.) o deg C to room temperature

2: 86 percent / TBAF / tetrahydrofuran / 9 h / Ambient temperature

3: 84 percent / NaH / tetrahydrofuran / 1.) 50 deg C, 1 h, 2.) 65 deg C, 19 h

4: 80 percent / p-TsOH / methanol; ethyl acetate / 48 h

5: 1.) Bu₂SnO, 2.) Bu₄NI / 1.) MeOH, reflux, 2.3 h, 2.) tluene, 65 deg C, 15 h

6: 73 percent / pyridine / CH₂Cl₂ / Ambient temperature

7: 82 percent / NIS, triflic acid / CH₂Cl₂ / 0.5 h

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jo9806097

Reference yield:

: 629-41-4
1,8-Octanediol

: 213768-46-8
Methanesulfonic acid 8-[(2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-trityloxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethoxy]-octyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 55 percent / pyridine; CH₂Cl₂ / Ambient temperature

2: 82 percent / pyridine; CH₂Cl₂ / Ambient temperature

3: 84 percent / NaH / tetrahydrofuran / 1.) 50 deg C, 1 h, 2.) 65 deg C, 19 h

4: 80 percent / p-TsOH / methanol; ethyl acetate / 48 h

5: 1.) Bu₂SnO, 2.) Bu₄NI / 1.) MeOH, reflux, 2.3 h, 2.) tluene, 65 deg C, 15 h

6: 73 percent / pyridine / CH₂Cl₂ / Ambient temperature

7: 82 percent / NIS, triflic acid / CH₂Cl₂ / 0.5 h

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo9806097