Naphthalene-2-sulfonic acid (2S,3R,4S,5S,6R)-6-aminomethyl-2-benzyloxy-4,5-dihydroxy-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Naphthalene-2-sulfonic acid (2S,3R,4S,5S,6R)-6-aminomethyl-2-benzyloxy-4,5-dihydroxy-tetrahydro-pyran-3-yl ester
CAS No.:189878-84-0
Molecular Formula:C₂₃H₂₅NO₇S
Molecular Weight:459.52
Hs Code.:

Synonyms:Naphthalene-2-sulfonic acid (2S,3R,4S,5S,6R)-6-aminomethyl-2-benzyloxy-4,5-dihydroxy-tetrahydro-pyran-3-yl ester

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Chemical Property of Naphthalene-2-sulfonic acid (2S,3R,4S,5S,6R)-6-aminomethyl-2-benzyloxy-4,5-dihydroxy-tetrahydro-pyran-3-yl ester

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Technology Process of Naphthalene-2-sulfonic acid (2S,3R,4S,5S,6R)-6-aminomethyl-2-benzyloxy-4,5-dihydroxy-tetrahydro-pyran-3-yl ester

There total 3 articles about Naphthalene-2-sulfonic acid (2S,3R,4S,5S,6R)-6-aminomethyl-2-benzyloxy-4,5-dihydroxy-tetrahydro-pyran-3-yl ester 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: 95.0%

: 189878-83-9
Naphthalene-2-sulfonic acid (2S,3R,4S,5S,6R)-6-azidomethyl-2-benzyloxy-4,5-dihydroxy-tetrahydro-pyran-3-yl ester

: 189878-84-0
Naphthalene-2-sulfonic acid (2S,3R,4S,5S,6R)-6-aminomethyl-2-benzyloxy-4,5-dihydroxy-tetrahydro-pyran-3-yl ester

Guidance literature:: With water; triphenylphosphine; In tetrahydrofuran; for 24h; Ambient temperature;
DOI:10.1002/anie.199707511

Reference yield:

: 189878-82-8
C₃₃H₃₀O₁₀S₂

: 189878-84-0
Naphthalene-2-sulfonic acid (2S,3R,4S,5S,6R)-6-aminomethyl-2-benzyloxy-4,5-dihydroxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 79 percent / NaN₃ / dimethylformamide / 16 h / 55 °C

2: 95 percent / PPh₃, H₂O / tetrahydrofuran / 24 h / Ambient temperature

With sodium azide; water; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/anie.199707511

Reference yield:

: 25320-99-4
benzyl α-D-glucopyranoside

: 189878-84-0
Naphthalene-2-sulfonic acid (2S,3R,4S,5S,6R)-6-aminomethyl-2-benzyloxy-4,5-dihydroxy-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) (Bu₃Sn)2O / 1.) PhMe, reflux, 4 h, 2.) 60 deg C, 15 h

2: 79 percent / NaN₃ / dimethylformamide / 16 h / 55 °C

3: 95 percent / PPh₃, H₂O / tetrahydrofuran / 24 h / Ambient temperature

With sodium azide; water; triphenylphosphine; bis(tri-n-butyltin)oxide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1002/anie.199707511