(2R,3R,4R,5R,6R)-2-Allyl-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran

Base Information

Chemical Name:(2R,3R,4R,5R,6R)-2-Allyl-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran
CAS No.:223122-56-3
Molecular Formula:C₃₀H₃₃N₃O₄
Molecular Weight:499.61
Hs Code.:

Synonyms:(2R,3R,4R,5R,6R)-2-Allyl-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran

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Chemical Property of (2R,3R,4R,5R,6R)-2-Allyl-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran

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Technology Process of (2R,3R,4R,5R,6R)-2-Allyl-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran

There total 3 articles about (2R,3R,4R,5R,6R)-2-Allyl-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran 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: 87.6%

: 388593-48-4
((2R,3R,4R,5R)-6-Allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-methanol

: 223122-56-3
(2R,3R,4R,5R,6R)-2-Allyl-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran

Guidance literature:: With diphenylphosphoranyl azide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1.) 0 deg C, 20 min; 2.) room temperature, overnight;
DOI:10.1016/S0968-0896(98)00242-9

Reference yield:

: 3879-79-6,17791-37-6,19488-61-0,53008-63-2,69237-94-1,69237-95-2,71526-33-5,83462-67-3,84799-77-9,103421-29-0,103421-30-3,139241-42-2,61330-62-9
(2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran

: 223122-56-3
(2R,3R,4R,5R,6R)-2-Allyl-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) trimethylsilyl triflate / 1.) MeCN, 0 deg C, 20 h, 2.) room temperature, 30 min

2: 97 percent / NaOMe / methanol / 1 h / Ambient temperature

3: 87.6 percent / DEAD, PPh₃, diphenylphosphoryl azide / tetrahydrofuran / 1.) 0 deg C, 20 min; 2.) room temperature, overnight

With trimethylsilyl trifluoromethanesulfonate; diphenylphosphoranyl azide; sodium methylate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol;
DOI:10.1016/S0968-0896(98)00242-9

Reference yield:

: 389085-56-7
Acetic acid (2R,3R,4R,5R)-6-allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl ester

: 223122-56-3
(2R,3R,4R,5R,6R)-2-Allyl-6-azidomethyl-3,4,5-tris-benzyloxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / NaOMe / methanol / 1 h / Ambient temperature

2: 87.6 percent / DEAD, PPh₃, diphenylphosphoryl azide / tetrahydrofuran / 1.) 0 deg C, 20 min; 2.) room temperature, overnight

With diphenylphosphoranyl azide; sodium methylate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol;
DOI:10.1016/S0968-0896(98)00242-9