((2S,3R,4R,5S,6S)-6-allyl-1-benzyl-3,4,5-tris(benzyloxy)piperidin-2-yl)methanol

Base Information

Chemical Name:((2S,3R,4R,5S,6S)-6-allyl-1-benzyl-3,4,5-tris(benzyloxy)piperidin-2-yl)methanol
CAS No.:1449009-42-0
Molecular Formula:C₃₇H₄₁NO₄
Molecular Weight:563.737
Hs Code.:

Synonyms:((2S,3R,4R,5S,6S)-6-allyl-1-benzyl-3,4,5-tris(benzyloxy)piperidin-2-yl)methanol

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Chemical Property of ((2S,3R,4R,5S,6S)-6-allyl-1-benzyl-3,4,5-tris(benzyloxy)piperidin-2-yl)methanol

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Technology Process of ((2S,3R,4R,5S,6S)-6-allyl-1-benzyl-3,4,5-tris(benzyloxy)piperidin-2-yl)methanol

There total 12 articles about ((2S,3R,4R,5S,6S)-6-allyl-1-benzyl-3,4,5-tris(benzyloxy)piperidin-2-yl)methanol 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: 76.0%

: 1354826-67-7
(2S,3R,4R,5S,6S)-6-allyl-1-benzyl-(3,4,5-tris(benzyloxy)piperidin-2-yl)methyl 4-nitrobenzoate

: 1449009-42-0
((2S,3R,4R,5S,6S)-6-allyl-1-benzyl-3,4,5-tris(benzyloxy)piperidin-2-yl)methanol

Guidance literature:: With potassium carbonate; In tetrahydrofuran; methanol; at 20 ℃; for 4h;
DOI:10.1016/j.bmc.2013.03.035

Reference yield: 67.0%

: 1354826-63-3
(3R,4R,5R,6S,7S) 7-allyl-1-benzyl-4,5,6-tris(benzyloxy)azepan-3-ol

: 1449009-42-0
((2S,3R,4R,5S,6S)-6-allyl-1-benzyl-3,4,5-tris(benzyloxy)piperidin-2-yl)methanol

Guidance literature:: With triethylamine; trifluoroacetic anhydride; In toluene; at 0 - 115 ℃; for 4h;
DOI:10.1021/acs.orglett.9b01712

Reference yield:

: 53008-65-4,641635-63-4
methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 1449009-42-0
((2S,3R,4R,5S,6S)-6-allyl-1-benzyl-3,4,5-tris(benzyloxy)piperidin-2-yl)methanol

Guidance literature:: Multi-step reaction with 8 steps

1.1: pyridine / 20 °C

2.1: sodium azide / N,N-dimethyl-formamide / 2 h / 90 °C

3.1: acetic anhydride; sulfuric acid / dichloromethane / 0.5 h / 20 °C

3.2: 0.5 h / 20 °C

4.1: Triphenylphosphine polymer bound / tetrahydrofuran / 17 h / 40 °C

5.1: tetrahydrofuran / 2 h / 0 - 20 °C

6.1: potassium carbonate / N,N-dimethyl-formamide / 14 h / 20 °C

7.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0.5 h / 0 - 20 °C

8.1: potassium carbonate / methanol; tetrahydrofuran / 4 h / 20 °C

With pyridine; sodium azide; di-isopropyl azodicarboxylate; sulfuric acid; acetic anhydride; potassium carbonate; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 7.1: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2013.03.035