(1R,2R,3R,5R)-5-azido-3-O-benzyloxy-2-O-p-methoxybenzyloxycycloheptan-1-ol

Base Information

Chemical Name:(1R,2R,3R,5R)-5-azido-3-O-benzyloxy-2-O-p-methoxybenzyloxycycloheptan-1-ol
CAS No.:1352406-28-0
Molecular Formula:C₂₂H₂₇N₃O₄
Molecular Weight:397.474
Hs Code.:

Synonyms:(1R,2R,3R,5R)-5-azido-3-O-benzyloxy-2-O-p-methoxybenzyloxycycloheptan-1-ol

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Chemical Property of (1R,2R,3R,5R)-5-azido-3-O-benzyloxy-2-O-p-methoxybenzyloxycycloheptan-1-ol

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Technology Process of (1R,2R,3R,5R)-5-azido-3-O-benzyloxy-2-O-p-methoxybenzyloxycycloheptan-1-ol

There total 7 articles about (1R,2R,3R,5R)-5-azido-3-O-benzyloxy-2-O-p-methoxybenzyloxycycloheptan-1-ol 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: 89.0%

: 1352406-27-9
(1R,2S,3R,5R)-5-azido-3-O-benzyloxy-2-O-p-methoxybenzyloxy-1-O-triisopropylsilyloxycycloheptane

: 1352406-28-0
(1R,2R,3R,5R)-5-azido-3-O-benzyloxy-2-O-p-methoxybenzyloxycycloheptan-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h;
DOI:10.1016/j.carres.2011.10.025

Reference yield:

: C₂₉H₃₀O₅

: 1352406-28-0
(1R,2R,3R,5R)-5-azido-3-O-benzyloxy-2-O-p-methoxybenzyloxycycloheptan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: borane-THF / tetrahydrofuran / 2 h / 0 °C

1.2: 2 h / 0 - 20 °C

2.1: 2,4,6-trimethyl-pyridine / dichloromethane / 1.5 h / 20 °C

3.1: methanol; sodium methylate / Inert atmosphere

4.1: di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine / tetrahydrofuran / 0 - 20 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h

With 2,4,6-trimethyl-pyridine; methanol; borane-THF; di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; tetrabutyl ammonium fluoride; sodium methylate; triphenylphosphine; In tetrahydrofuran; dichloromethane; 3.1: Zemplen deacylation / 4.1: Mitsunobu type reaction;
DOI:10.1016/j.carres.2011.10.025

Reference yield:

: (3R,4S,5R)-3-O-benzyloxy-4-O-p-methoxybenzyloxy-5-O-triisopropylsilyloxycycloheptan-1-ol

: 1352406-28-0
(1R,2R,3R,5R)-5-azido-3-O-benzyloxy-2-O-p-methoxybenzyloxycycloheptan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine / tetrahydrofuran / 0 - 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h

With di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; tetrabutyl ammonium fluoride; triphenylphosphine; In tetrahydrofuran; 1: Mitsunobu type reaction;
DOI:10.1016/j.carres.2011.10.025