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

Base Information

Chemical Name:(2R,3S,4R,5R,6S)-2-((1R,2R)-2-Azido-cyclohexyloxy)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran
CAS No.:178271-73-3
Molecular Formula:C₃₃H₃₉N₃O₅
Molecular Weight:557.69
Hs Code.:

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

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

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

There total 1 articles about (2R,3S,4R,5R,6S)-2-((1R,2R)-2-Azido-cyclohexyloxy)-3,4,5-tris-benzyloxy-6-methyl-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:

: 110716-78-4
(1R,2R)-trans-2-azidocyclohexanol

: 153659-02-0
Dibenzyl 6-deoxy-2,3,4-tri-O-benzyl-β-L-galactopyranosyl phosphite

: (2S,3S,4R,5R,6S)-2-((1R,2R)-2-Azido-cyclohexyloxy)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran

: 178271-73-3
(2R,3S,4R,5R,6S)-2-((1R,2R)-2-Azido-cyclohexyloxy)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran

Guidance literature:: With trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; at -15 ℃; for 1h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
DOI:10.1021/ja952265x

Reference yield: 100.0%

: 178271-73-3
(2R,3S,4R,5R,6S)-2-((1R,2R)-2-Azido-cyclohexyloxy)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran

: 178271-99-3
(1R,2R)-2-((2R,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexylamine

Guidance literature:: With lithium aluminium tetrahydride;
DOI:10.1016/0040-4039(96)01114-8

Reference yield:

: 178271-73-3
(2R,3S,4R,5R,6S)-2-((1R,2R)-2-Azido-cyclohexyloxy)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran

: 4-{(S)-2-Hydroxy-1-[(1R,2R)-2-((2R,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexylcarbamoyl]-ethylcarbamoyl}-butyric acid

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / LiAlH₄

2: 49 percent / EDAC, HOBT / CH₂Cl₂

3: 59 percent / H₂ / Pd(OH)2/C / methanol

With lithium aluminium tetrahydride; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; palladium dihydroxide; In methanol; dichloromethane;
DOI:10.1016/0040-4039(96)01114-8