Methanesulfonic acid (2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

Base Information

Chemical Name:Methanesulfonic acid (2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester
CAS No.:213768-60-6
Molecular Formula:C₇₀H₈₀O₁₆S
Molecular Weight:1209.46
Hs Code.:

Methanesulfonic acid (2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

Synonyms:Methanesulfonic acid (2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

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Chemical Property of Methanesulfonic acid (2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

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Technology Process of Methanesulfonic acid (2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

There total 17 articles about Methanesulfonic acid (2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl 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: 74.0%

: 213766-15-5
methyl 3-O-allyl-4-O-benzyl-6-O-methanesulfonyl-α-D-mannopyranoside

: 213766-49-5
(2R,3R,4S,5S,6R)-3,4,5-Tris-benzyloxy-2-ethylsulfanyl-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran

: 213768-60-6
Methanesulfonic acid (2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; Ambient temperature;
DOI:10.1021/jo9806097

Reference yield:

: 100-39-0
benzyl bromide

: 213768-60-6
Methanesulfonic acid (2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 8 steps

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

2: 84 percent / 80percent AcOH / 4 h / 80 °C

3: 1.) dibutyltin oxide, 2.) tetrabutylammonium iodide / 1.) MeOH, reflux, 2.5 h, 2.) toluene, 60 deg C, 15 h

4: 84 percent / pyridine / Ambient temperature

5: 84 percent / TBAF / tetrahydrofuran / 6 h / Ambient temperature

6: 88 percent / pyridine / Ambient temperature

7: 95 percent / Na / methanol

8: 74 percent / NIS, triflic acid / CH₂Cl₂ / Ambient temperature

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

Reference yield:

: 76-83-5
trityl chloride

: 213768-60-6
Methanesulfonic acid (2R,3R,4S,5S,6S)-4-allyloxy-3-benzyloxy-6-methoxy-5-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-{2-[2-(2-trityloxy-ethoxy)-ethoxy]-ethoxymethyl}-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 49 percent / pyridine; CH₂Cl₂ / Ambient temperature

2: 82 percent / pyridine; CH₂Cl₂ / Ambient temperature

3: 89 percent / NaH / tetrahydrofuran / 1.) 50 deg C, 1 h, 2.) 65 deg C, 18 h

4: 74 percent / NIS, triflic acid / CH₂Cl₂ / Ambient temperature

With N-iodo-succinimide; trifluorormethanesulfonic acid; sodium hydride; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1021/jo9806097