(2R,3aR,5R,6R,7S,7aR)-6-Hydroxy-2,5-dimethyl-7-trityloxy-tetrahydro-[1,3]dioxolo[4,5-b]pyran-2-carbonitrile

Base Information

Chemical Name:(2R,3aR,5R,6R,7S,7aR)-6-Hydroxy-2,5-dimethyl-7-trityloxy-tetrahydro-[1,3]dioxolo[4,5-b]pyran-2-carbonitrile
CAS No.:115650-25-4
Molecular Formula:C₂₈H₂₇NO₅
Molecular Weight:457.526
Hs Code.:

Synonyms:(2R,3aR,5R,6R,7S,7aR)-6-Hydroxy-2,5-dimethyl-7-trityloxy-tetrahydro-[1,3]dioxolo[4,5-b]pyran-2-carbonitrile

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Chemical Property of (2R,3aR,5R,6R,7S,7aR)-6-Hydroxy-2,5-dimethyl-7-trityloxy-tetrahydro-[1,3]dioxolo[4,5-b]pyran-2-carbonitrile

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Technology Process of (2R,3aR,5R,6R,7S,7aR)-6-Hydroxy-2,5-dimethyl-7-trityloxy-tetrahydro-[1,3]dioxolo[4,5-b]pyran-2-carbonitrile

There total 4 articles about (2R,3aR,5R,6R,7S,7aR)-6-Hydroxy-2,5-dimethyl-7-trityloxy-tetrahydro-[1,3]dioxolo[4,5-b]pyran-2-carbonitrile 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: 73.0%

: 16721-97-4
trityl perchlorate

: 76235-19-3,82769-42-4,113567-30-9,115650-24-3,374751-42-5
1,2-O-<1-(exo-cyano)ethylidene>-6-deoxy-α-D-glucopyranose

: 76235-20-6,85647-65-0,113567-31-0,115650-25-4
1,2-O-<1-(exo-cyano)ethylidene>-6-deoxy-3-O-trityl-α-D-glucopyranose

Guidance literature:: With 2,4,6-trimethyl-pyridine; In dichloromethane; at 20 ℃; for 0.75h;
DOI:10.1016/0008-6215(87)80133-7

Reference yield: 68.0%

: triphenylmethyl perchlorate

: 115650-24-3,374751-42-5
(2R,3aR,5R,6S,7S,7aR)-6,7-Dihydroxy-2,5-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-2-carbonitrile

: 115650-25-4
(2R,3aR,5R,6R,7S,7aR)-6-Hydroxy-2,5-dimethyl-7-trityloxy-tetrahydro-[1,3]dioxolo[4,5-b]pyran-2-carbonitrile

Guidance literature:: With 2,4,6-trimethyl-pyridine; In dichloromethane; at 20 ℃; for 0.75h;

Reference yield:

: 69908-87-8,69908-88-9,76250-05-0,99396-06-2,99397-31-6
3,4-di-O-acetyl-1,2-O-<1-(exo-cyano)ethylidene>-6-deoxy-α-D-glucopyranose

: 76235-20-6,85647-65-0,113567-31-0,115650-25-4
1,2-O-<1-(exo-cyano)ethylidene>-6-deoxy-3-O-trityl-α-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / sodium methoxide / pyridine; methanol / 0.08 h

2: 73 percent / γ-collidine / CH2Cl2 / 0.75 h / 20 °C

With 2,4,6-trimethyl-pyridine; sodium methylate; In pyridine; methanol; dichloromethane;
DOI:10.1016/0008-6215(87)80133-7