4-{(2S,3R,4R,5S,6S)-5-Benzyloxy-3-[(2S,3R,4R,5S,6S)-5-((2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-4-methoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dimethoxy-6-methyl-tetrahydro-pyran-2-yloxy]-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy}-phenylamine

Base Information

Chemical Name:4-{(2S,3R,4R,5S,6S)-5-Benzyloxy-3-[(2S,3R,4R,5S,6S)-5-((2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-4-methoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dimethoxy-6-methyl-tetrahydro-pyran-2-yloxy]-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy}-phenylamine
CAS No.:1053616-06-0
Molecular Formula:C₅₀H₆₅NO₁₄
Molecular Weight:904.064
Hs Code.:

4-{(2S,3R,4R,5S,6S)-5-Benzyloxy-3-[(2S,3R,4R,5S,6S)-5-((2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-4-methoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dimethoxy-6-methyl-tetrahydro-pyran-2-yloxy]-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy}-phenylamine

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Chemical Property of 4-{(2S,3R,4R,5S,6S)-5-Benzyloxy-3-[(2S,3R,4R,5S,6S)-5-((2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-4-methoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dimethoxy-6-methyl-tetrahydro-pyran-2-yloxy]-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy}-phenylamine

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Technology Process of 4-{(2S,3R,4R,5S,6S)-5-Benzyloxy-3-[(2S,3R,4R,5S,6S)-5-((2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-4-methoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dimethoxy-6-methyl-tetrahydro-pyran-2-yloxy]-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy}-phenylamine

There total 4 articles about 4-{(2S,3R,4R,5S,6S)-5-Benzyloxy-3-[(2S,3R,4R,5S,6S)-5-((2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-4-methoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dimethoxy-6-methyl-tetrahydro-pyran-2-yloxy]-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy}-phenylamine 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:

: 100-39-0
benzyl bromide

: 1053616-06-0
4-{(2S,3R,4R,5S,6S)-5-Benzyloxy-3-[(2S,3R,4R,5S,6S)-5-((2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-4-methoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dimethoxy-6-methyl-tetrahydro-pyran-2-yloxy]-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy}-phenylamine

Guidance literature:: Multi-step reaction with 5 steps

1: 72.2 percent / KOH / dimethylformamide / 4 h / 0 °C

2: 96.8 percent / trifluoroacetic acid, water / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 1.) dibutyltin oxide / 1.) benzene, reflux, 3 h, 2.) DMF, 50 deg C, overnight

4: 56.7 percent / methyl triflate, molecular sieves 4 Angstroem / CH₂Cl₂ / 20 h

5: H₂ / Adam's catalyst / ethyl acetate / 1 h / Ambient temperature

With potassium hydroxide; 4 A molecular sieve; water; hydrogen; di(n-butyl)tin oxide; trifluoroacetic acid; methyl trifluoromethanesulfonate; platinum(IV) oxide; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)80099-Z

Reference yield:

: 88043-70-3
p-nitrophenyl 2,3-O-isopropylidene-α-L-rhamnopyranoside

: 1053616-06-0
4-{(2S,3R,4R,5S,6S)-5-Benzyloxy-3-[(2S,3R,4R,5S,6S)-5-((2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-4-methoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dimethoxy-6-methyl-tetrahydro-pyran-2-yloxy]-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy}-phenylamine

Guidance literature:: Multi-step reaction with 5 steps

1: 72.2 percent / KOH / dimethylformamide / 4 h / 0 °C

2: 96.8 percent / trifluoroacetic acid, water / CH₂Cl₂ / 0.5 h / Ambient temperature

3: 1.) dibutyltin oxide / 1.) benzene, reflux, 3 h, 2.) DMF, 50 deg C, overnight

4: 56.7 percent / methyl triflate, molecular sieves 4 Angstroem / CH₂Cl₂ / 20 h

5: H₂ / Adam's catalyst / ethyl acetate / 1 h / Ambient temperature

With potassium hydroxide; 4 A molecular sieve; water; hydrogen; di(n-butyl)tin oxide; trifluoroacetic acid; methyl trifluoromethanesulfonate; platinum(IV) oxide; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)80099-Z

Reference yield:

: 1226-39-7,10231-84-2,18918-31-5,22153-71-5,33095-26-0,73351-15-2,74032-91-0,140387-70-8
p-nitrophenyl α-L-rhamnopyranoside

: 1053616-06-0
4-{(2S,3R,4R,5S,6S)-5-Benzyloxy-3-[(2S,3R,4R,5S,6S)-5-((2S,3R,4S,5R,6R)-3,5-bis-benzyloxy-4-methoxy-6-methoxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dimethoxy-6-methyl-tetrahydro-pyran-2-yloxy]-4-methoxy-6-methyl-tetrahydro-pyran-2-yloxy}-phenylamine

Guidance literature:: Multi-step reaction with 6 steps

1: 81.8 percent / p-toluenesulfonic acid

2: 72.2 percent / KOH / dimethylformamide / 4 h / 0 °C

3: 96.8 percent / trifluoroacetic acid, water / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 1.) dibutyltin oxide / 1.) benzene, reflux, 3 h, 2.) DMF, 50 deg C, overnight

5: 56.7 percent / methyl triflate, molecular sieves 4 Angstroem / CH₂Cl₂ / 20 h

6: H₂ / Adam's catalyst / ethyl acetate / 1 h / Ambient temperature

With potassium hydroxide; 4 A molecular sieve; water; hydrogen; di(n-butyl)tin oxide; toluene-4-sulfonic acid; trifluoroacetic acid; methyl trifluoromethanesulfonate; platinum(IV) oxide; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(93)80099-Z