Acetic acid (2R,3R,4S,5S,6S)-2-acetoxymethyl-4-(4-methoxy-benzyloxy)-6-phenylsulfanyl-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester

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Chemical Name:Acetic acid (2R,3R,4S,5S,6S)-2-acetoxymethyl-4-(4-methoxy-benzyloxy)-6-phenylsulfanyl-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester
CAS No.:246875-65-0
Molecular Formula:C₂₅H₂₇F₃O₁₀S₂
Molecular Weight:608.611
Hs Code.:

Acetic acid (2R,3R,4S,5S,6S)-2-acetoxymethyl-4-(4-methoxy-benzyloxy)-6-phenylsulfanyl-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester

Synonyms:Acetic acid (2R,3R,4S,5S,6S)-2-acetoxymethyl-4-(4-methoxy-benzyloxy)-6-phenylsulfanyl-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2R,3R,4S,5S,6S)-2-acetoxymethyl-4-(4-methoxy-benzyloxy)-6-phenylsulfanyl-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2R,3R,4S,5S,6S)-2-acetoxymethyl-4-(4-methoxy-benzyloxy)-6-phenylsulfanyl-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester

There total 8 articles about Acetic acid (2R,3R,4S,5S,6S)-2-acetoxymethyl-4-(4-methoxy-benzyloxy)-6-phenylsulfanyl-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-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:

: 358-23-6
trifluoromethylsulfonic anhydride

: 246875-63-8
phenyl 4,6-di-O-acetyl-3-O-(4-methoxybenzyl)-1-thio-β-D-mannopyranoside

: 246875-65-0
Acetic acid (2R,3R,4S,5S,6S)-2-acetoxymethyl-4-(4-methoxy-benzyloxy)-6-phenylsulfanyl-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester

Guidance literature:: With pyridine; In dichloromethane; at -15 ℃; for 0.333333h;
DOI:10.1021/jo990811p

Reference yield:

: 77481-63-1
phenyl-1-thio-β-D-mannopyranoside

: 246875-65-0
Acetic acid (2R,3R,4S,5S,6S)-2-acetoxymethyl-4-(4-methoxy-benzyloxy)-6-phenylsulfanyl-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 86 percent / pyridine / 24 h / 25 °C

2.1: 96 percent / CSA / acetone / 0.17 h / 25 °C

3.1: Bu₄NF / tetrahydrofuran / 24 h / 25 °C

4.1: pyridine / 2 h / 25 °C

5.1: 23.2 g / TFA / methanol / 2 h / 25 °C

6.1: Bu₂SnO / benzene / 2 h / Heating

6.2: 66 percent / Bu₄NI / benzene / 1.5 h / 65 - 70 °C

7.1: pyridine / CH₂Cl₂ / 0.33 h / -15 °C

With pyridine; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; di(n-butyl)tin oxide; trifluoroacetic acid; In tetrahydrofuran; pyridine; methanol; dichloromethane; acetone; benzene; 1.1: Silylation / 2.1: Etherification / 3.1: Desilylation / 4.1: Acetylation / 5.1: Hydrolysis / 6.1: Acetal formation / 6.2: Benzylation / 7.1: Substitution;
DOI:10.1021/jo990811p

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 246875-65-0
Acetic acid (2R,3R,4S,5S,6S)-2-acetoxymethyl-4-(4-methoxy-benzyloxy)-6-phenylsulfanyl-5-trifluoromethanesulfonyloxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: Bu₂SnO / benzene / 2 h / Heating

1.2: 66 percent / Bu₄NI / benzene / 1.5 h / 65 - 70 °C

2.1: pyridine / CH₂Cl₂ / 0.33 h / -15 °C

With pyridine; di(n-butyl)tin oxide; In dichloromethane; benzene; 1.1: Acetal formation / 1.2: Benzylation / 2.1: Substitution;
DOI:10.1021/jo990811p