thioethyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->3)-4,6-O-(4-methoxy)benzylidene-2-O-pivaloyl-β-D-glucopyranoside

Base Information

Chemical Name:thioethyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->3)-4,6-O-(4-methoxy)benzylidene-2-O-pivaloyl-β-D-glucopyranoside
CAS No.:196705-11-0
Molecular Formula:C₅₀H₆₀O₁₃S
Molecular Weight:901.085
Hs Code.:

Synonyms:thioethyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->3)-4,6-O-(4-methoxy)benzylidene-2-O-pivaloyl-β-D-glucopyranoside

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Chemical Property of thioethyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->3)-4,6-O-(4-methoxy)benzylidene-2-O-pivaloyl-β-D-glucopyranoside

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Technology Process of thioethyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->3)-4,6-O-(4-methoxy)benzylidene-2-O-pivaloyl-β-D-glucopyranoside

There total 3 articles about thioethyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->3)-4,6-O-(4-methoxy)benzylidene-2-O-pivaloyl-β-D-glucopyranoside 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: 100.0%

: 3282-30-2
pivaloyl chloride

: 196705-08-5
thioethyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->3)-4,6-O-(4-methoxy)benzylidene-β-D-glucopyranoside

: 196705-11-0
thioethyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->3)-4,6-O-(4-methoxy)benzylidene-2-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 0.5h;
DOI:10.1021/ja971640d

Reference yield:

: 196704-63-9
Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(2R,4aR,8R,8aS)-2-(4-methoxy-phenyl)-4,4a,8,8a-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-3-yl ester

: 196705-11-0
thioethyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->3)-4,6-O-(4-methoxy)benzylidene-2-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: dimethyldioxirane / acetone; CH₂Cl₂

2: trifluoroacetic acid anhydride / CH₂Cl₂

3: 100 percent / DMAP / CH₂Cl₂ / 0.5 h / 20 °C

With dmap; 3,3-dimethyldioxirane; trifluoroacetic anhydride; In dichloromethane; acetone; 1: Epoxidation / 2: Ring cleavage / 3: Acylation;
DOI:10.1021/ja971640d

Reference yield:

: Acetic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-[(1aS,2aR,5R,6aR,7S,7aR)-5-(4-methoxy-phenyl)-hexahydro-1,2,4,6-tetraoxa-cyclopropa[b]naphthalen-7-yloxy]-tetrahydro-pyran-3-yl ester

: 196705-11-0
thioethyl 2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranoside-(1->3)-4,6-O-(4-methoxy)benzylidene-2-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid anhydride / CH₂Cl₂

2: 100 percent / DMAP / CH₂Cl₂ / 0.5 h / 20 °C

With dmap; trifluoroacetic anhydride; In dichloromethane; 1: Ring cleavage / 2: Acylation;
DOI:10.1021/ja971640d