N-{(2S,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-3-yl}-benzenesulfonamide

Base Information

Chemical Name:N-{(2S,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-3-yl}-benzenesulfonamide
CAS No.:191482-18-5
Molecular Formula:C₆₂H₆₇NO₁₃S
Molecular Weight:1066.28
Hs Code.:

N-{(2S,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-3-yl}-benzenesulfonamide

Synonyms:N-{(2S,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-3-yl}-benzenesulfonamide

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Chemical Property of N-{(2S,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-3-yl}-benzenesulfonamide

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Technology Process of N-{(2S,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-3-yl}-benzenesulfonamide

There total 6 articles about N-{(2S,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-3-yl}-benzenesulfonamide 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: 51.0%

: 128358-45-2
N-(3,4,6-tri-O-benzyl-2-deoxy-2-iodo-α-D-mannopyranosyl)benzenesulfonamide

: 156881-26-4
methyl 2,3-di-O-benzyl-4,6-O-(4-methoxybenzyl)-β-D-glucopyranoside

: 191482-18-5
N-{(2S,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-3-yl}-benzenesulfonamide

Guidance literature:: With 2,2,6,6-tetramethylpiperidinyl-lithium; silver trifluoromethanesulfonate; In tetrahydrofuran; at -78 ℃;
DOI:10.1016/0008-6215(94)84097-0

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 191482-18-5
N-{(2S,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-3-yl}-benzenesulfonamide

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / p-toluenesulfonic acid monohydrate / dimethylformamide / 1 h / 50 °C / 22 Torr

2: 1.) NaH / 1.) DMF, RT, 5 min, 2.) DMF, RT, 3 h

3: 84 percent / CF₃CO₂H, 3A MS, NaBH₃CN / dimethylformamide / 17 h / Ambient temperature

4: 51 percent / lithium tetramethylpiperidide, AgOTf / tetrahydrofuran / -78 °C

With 2,2,6,6-tetramethylpiperidinyl-lithium; silver trifluoromethanesulfonate; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(94)84097-0

Reference yield:

: 100-39-0
benzyl bromide

: 191482-18-5
N-{(2S,3R,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-methoxy-2-(4-methoxy-benzyloxymethyl)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-3-yl}-benzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DMF, RT, 5 min, 2.) DMF, RT, 3 h

2: 84 percent / CF₃CO₂H, 3A MS, NaBH₃CN / dimethylformamide / 17 h / Ambient temperature

3: 51 percent / lithium tetramethylpiperidide, AgOTf / tetrahydrofuran / -78 °C

With 2,2,6,6-tetramethylpiperidinyl-lithium; silver trifluoromethanesulfonate; sodium hydride; sodium cyanoborohydride; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(94)84097-0