[(2R,3R,4S,5R,6S)-6-(2-Azido-ethoxy)-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl]-((1R,4R,5R)-4,5-bis-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-amine

Base Information

Chemical Name:[(2R,3R,4S,5R,6S)-6-(2-Azido-ethoxy)-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl]-((1R,4R,5R)-4,5-bis-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-amine
CAS No.:189758-94-9
Molecular Formula:C₅₇H₆₂N₄O₈
Molecular Weight:931.141
Hs Code.:

[(2R,3R,4S,5R,6S)-6-(2-Azido-ethoxy)-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl]-((1R,4R,5R)-4,5-bis-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-amine

Synonyms:[(2R,3R,4S,5R,6S)-6-(2-Azido-ethoxy)-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl]-((1R,4R,5R)-4,5-bis-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-amine

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Chemical Property of [(2R,3R,4S,5R,6S)-6-(2-Azido-ethoxy)-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl]-((1R,4R,5R)-4,5-bis-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-amine

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Technology Process of [(2R,3R,4S,5R,6S)-6-(2-Azido-ethoxy)-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl]-((1R,4R,5R)-4,5-bis-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-amine

There total 3 articles about [(2R,3R,4S,5R,6S)-6-(2-Azido-ethoxy)-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl]-((1R,4R,5R)-4,5-bis-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-amine 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: 78.0%

: (1R,4R,5R)-4,5-Bis-benzyloxy-3-benzyloxymethyl-cyclohex-2-enylamine; hydrochloride

: 189758-93-8
Trifluoro-methanesulfonic acid (2R,3R,4S,5R,6S)-6-(2-azido-ethoxy)-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl ester

: 189758-94-9
[(2R,3R,4S,5R,6S)-6-(2-Azido-ethoxy)-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl]-((1R,4R,5R)-4,5-bis-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-amine

Guidance literature:: With Amberlite IR 67 OH(-); N-ethyl-N,N-diisopropylamine; 1.) MeNO₂, MeOH, 30 min, 2.) 0 deg C, 1 h; 20 deg C, 4 h;
DOI:10.1002/chem.19970030318

Reference yield:

: 189758-92-7
2-azidoethyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 189758-94-9
[(2R,3R,4S,5R,6S)-6-(2-Azido-ethoxy)-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl]-((1R,4R,5R)-4,5-bis-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-amine

Guidance literature:: Multi-step reaction with 2 steps

1: (i-Pr₂)NEt / CH₂Cl₂ / 0.5 h / 0 °C

2: 78 percent / Amberlite IR 67 OH(-), (i-Pr)2NEt / 1.) MeNO₂, MeOH, 30 min, 2.) 0 deg C, 1 h; 20 deg C, 4 h

With Amberlite IR 67 OH(-); N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1002/chem.19970030318

Reference yield:

: 2-chloroethyl 2,3,4-tri-O-benzyl-D-glucopyranoside

: 189758-94-9
[(2R,3R,4S,5R,6S)-6-(2-Azido-ethoxy)-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl]-((1R,4R,5R)-4,5-bis-benzyloxy-3-benzyloxymethyl-cyclohex-2-enyl)-amine

Guidance literature:: Multi-step reaction with 3 steps

1: 48 percent / NaN₃, KI / dimethylformamide / 1 h / 110 °C

2: (i-Pr₂)NEt / CH₂Cl₂ / 0.5 h / 0 °C

3: 78 percent / Amberlite IR 67 OH(-), (i-Pr)2NEt / 1.) MeNO₂, MeOH, 30 min, 2.) 0 deg C, 1 h; 20 deg C, 4 h

With sodium azide; Amberlite IR 67 OH(-); N-ethyl-N,N-diisopropylamine; potassium iodide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/chem.19970030318