Trifluoro-methanesulfonic acid (4aR,6S,7R,8S,8aS)-8-azido-6-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

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Chemical Name:Trifluoro-methanesulfonic acid (4aR,6S,7R,8S,8aS)-8-azido-6-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester
CAS No.:287719-49-7
Molecular Formula:C₃₈H₄₄F₃N₃O₁₂S
Molecular Weight:823.841
Hs Code.:

Trifluoro-methanesulfonic acid (4aR,6S,7R,8S,8aS)-8-azido-6-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

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Chemical Property of Trifluoro-methanesulfonic acid (4aR,6S,7R,8S,8aS)-8-azido-6-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

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Technology Process of Trifluoro-methanesulfonic acid (4aR,6S,7R,8S,8aS)-8-azido-6-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

There total 5 articles about Trifluoro-methanesulfonic acid (4aR,6S,7R,8S,8aS)-8-azido-6-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl 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:

: 19488-48-3
methyl O-2,3,6-tri-O-benzyl-α-D-glucopyranoside

: 287719-49-7
Trifluoro-methanesulfonic acid (4aR,6S,7R,8S,8aS)-8-azido-6-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / AgOTf; 4 Angstroem molecular sieves / CH₂Cl₂; toluene

2: NaOMe / methanol

3: p-TsOH

4: pyridine

With pyridine; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; In methanol; dichloromethane; toluene; 1: Etherification / 2: Deacetylation / 3: Etherification / 4: Substitution;
DOI:10.1021/ol0058893

Reference yield:

: 104875-44-7
3-azido-3-deoxy-D-glucopyranose

: 287719-49-7
Trifluoro-methanesulfonic acid (4aR,6S,7R,8S,8aS)-8-azido-6-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / pyridine

2: 91 percent / TiBr₄ / CH₂Cl₂

3: 88 percent / AgOTf; 4 Angstroem molecular sieves / CH₂Cl₂; toluene

4: NaOMe / methanol

5: p-TsOH

6: pyridine

With pyridine; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; titanium(IV) bromide; toluene-4-sulfonic acid; In methanol; dichloromethane; toluene; 1: Acetylation / 2: Substitution / 3: Etherification / 4: Deacetylation / 5: Etherification / 6: Substitution;
DOI:10.1021/ol0058893

Reference yield:

: 132470-43-0
Acetic acid (2R,3S,4S,5R,6R)-5-acetoxy-2-acetoxymethyl-4-azido-6-bromo-tetrahydro-pyran-3-yl ester

: 287719-49-7
Trifluoro-methanesulfonic acid (4aR,6S,7R,8S,8aS)-8-azido-6-((2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / AgOTf; 4 Angstroem molecular sieves / CH₂Cl₂; toluene

2: NaOMe / methanol

3: p-TsOH

4: pyridine

With pyridine; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; toluene-4-sulfonic acid; In methanol; dichloromethane; toluene; 1: Etherification / 2: Deacetylation / 3: Etherification / 4: Substitution;
DOI:10.1021/ol0058893