n-pentenyl 4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

Base Information

Chemical Name:n-pentenyl 4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside
CAS No.:385421-82-9
Molecular Formula:C₅₅H₇₀O₁₃
Molecular Weight:939.153
Hs Code.:

Synonyms:n-pentenyl 4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

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Chemical Property of n-pentenyl 4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

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Technology Process of n-pentenyl 4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

There total 14 articles about n-pentenyl 4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-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: 98.0%

: 385421-81-8
n-pentenyl 4,6-di-O-benzyl-3-O-levulinyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

: 385421-82-9
n-pentenyl 4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: With hydrazinium monoacetate; In methanol; dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1021/jo015987h

Reference yield:

: 821-09-0
n-Pent-4-enyl alcohol

: 385421-82-9
n-pentenyl 4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / TBSOTf / CH₂Cl₂ / 0.5 h / -78 °C

2: 89 percent / TBAF / tetrahydrofuran / 0.5 h

3: 90 percent / TBSOTf / CH₂Cl₂ / 0.5 h / -78 °C

4: 98 percent / hydrazine acetate / methanol; CH₂Cl₂ / 1.5 h / 20 °C

With t-butyldimethylsiyl triflate; tetrabutyl ammonium fluoride; hydrazinium monoacetate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo015987h

Reference yield:

: 3282-30-2
pivaloyl chloride

: 385421-82-9
n-pentenyl 4,6-di-O-benzyl-2-O-pivaloyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-O-pivaloyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: dimethyl dioxirane / CH₂Cl₂; acetone / 0.33 h / 0 °C

1.2: CH₂Cl₂ / 0.25 h / -78 °C

1.3: 94 percent / DMAP / CH₂Cl₂ / 0.5 h / 0 °C

2.1: 90 percent / TBSOTf / CH₂Cl₂ / 0.5 h / -78 °C

3.1: 98 percent / hydrazine acetate / methanol; CH₂Cl₂ / 1.5 h / 20 °C

With t-butyldimethylsiyl triflate; 3,3-dimethyldioxirane; hydrazinium monoacetate; In methanol; dichloromethane; acetone;
DOI:10.1021/jo015987h