(2R,3R,4S,5R,6S)-2-((R)-1-Azido-2-benzyloxy-ethyl)-3,4,6-tris-benzyloxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-2-((R)-1-Azido-2-benzyloxy-ethyl)-3,4,6-tris-benzyloxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran
CAS No.:484647-65-6
Molecular Formula:C₄₃H₄₅N₃O₇
Molecular Weight:715.846
Hs Code.:

Synonyms:(2R,3R,4S,5R,6S)-2-((R)-1-Azido-2-benzyloxy-ethyl)-3,4,6-tris-benzyloxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran

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Chemical Property of (2R,3R,4S,5R,6S)-2-((R)-1-Azido-2-benzyloxy-ethyl)-3,4,6-tris-benzyloxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran

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Technology Process of (2R,3R,4S,5R,6S)-2-((R)-1-Azido-2-benzyloxy-ethyl)-3,4,6-tris-benzyloxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran

There total 5 articles about (2R,3R,4S,5R,6S)-2-((R)-1-Azido-2-benzyloxy-ethyl)-3,4,6-tris-benzyloxy-5-(4-methoxy-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: 89.0%

: 484647-64-5
benzyl 3,4,7-tri-O-benzyl-2-O-(p-methoxybenzyl)-L-glycero-α-D-glucoheptopyranoside

: 484647-65-6
(2R,3R,4S,5R,6S)-2-((R)-1-Azido-2-benzyloxy-ethyl)-3,4,6-tris-benzyloxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran

Guidance literature:: With diphenylphosphoranyl azide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/ja028386w

Reference yield:

: benzyl 3,4,7-tri-O-benzyl-2-O-(p-methoxybenzyl)-(L/D)-glycero-α-D-glucoheptopyranoside

: 484647-65-6
(2R,3R,4S,5R,6S)-2-((R)-1-Azido-2-benzyloxy-ethyl)-3,4,6-tris-benzyloxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / DEAD; PPh₃ / tetrahydrofuran / 5 h / 20 °C

2: 96 percent / K₂CO₃ / methanol / 2 h / 20 °C

3: 89 percent / DEAD; PPh₃; diphenylphosphoryl azide / tetrahydrofuran / 2 h / 20 °C

With diphenylphosphoranyl azide; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; 1: Mitsunobu reaction / 3: Bose-modified Mitsunobu reaction;
DOI:10.1021/ja028386w

Reference yield:

: 100-39-0
benzyl bromide

: 484647-65-6
(2R,3R,4S,5R,6S)-2-((R)-1-Azido-2-benzyloxy-ethyl)-3,4,6-tris-benzyloxy-5-(4-methoxy-benzyloxy)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1.1: Bu₂SnO / toluene; methanol / 3 h / Heating

1.2: tetrabutylammonium bromide / toluene / 85 °C

2.1: 89 percent / DEAD; PPh₃; diphenylphosphoryl azide / tetrahydrofuran / 2 h / 20 °C

With diphenylphosphoranyl azide; di(n-butyl)tin oxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; toluene; 2.1: Bose-modified Mitsunobu reaction;
DOI:10.1021/ja028386w