(2S,3R,4R,5S,6R)-5-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-tetrahydro-pyran-3-ylamine

Base Information

Chemical Name:(2S,3R,4R,5S,6R)-5-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-tetrahydro-pyran-3-ylamine
CAS No.:895140-70-2
Molecular Formula:C₅₂H₆₁NO₉S
Molecular Weight:876.124
Hs Code.:

(2S,3R,4R,5S,6R)-5-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-tetrahydro-pyran-3-ylamine

Synonyms:(2S,3R,4R,5S,6R)-5-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-tetrahydro-pyran-3-ylamine

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Chemical Property of (2S,3R,4R,5S,6R)-5-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-tetrahydro-pyran-3-ylamine

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Technology Process of (2S,3R,4R,5S,6R)-5-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-tetrahydro-pyran-3-ylamine

There total 7 articles about (2S,3R,4R,5S,6R)-5-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-tetrahydro-pyran-3-ylamine 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: 94.0%

: 351209-67-1
2-Trimethylsilanyl-ethanesulfonic acid [(2S,3R,4R,5S,6R)-5-((2S,3R,4S,5S,6R)-4-allyloxy-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-tetrahydro-pyran-3-yl]-amide

: 895140-70-2
(2S,3R,4R,5S,6R)-5-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-tetrahydro-pyran-3-ylamine

Guidance literature:: With cesium fluoride; In N,N-dimethyl-formamide; at 90 ℃; for 48h;
DOI:10.1016/j.tet.2006.02.080

Reference yield:

: 51450-24-9
hexa-O-acetyl-D-lactal

: 895140-70-2
(2S,3R,4R,5S,6R)-5-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-tetrahydro-pyran-3-ylamine

Guidance literature:: Multi-step reaction with 6 steps

1.1: NH₃ / methanol

2.1: Bu₂SnO / benzene

2.2: Bu₄NBr

3.1: NaH / dimethylformamide / 0.5 h / 0 °C

3.2: 91 percent / dimethylformamide / 24 h / 20 °C

4.1: CH₂Cl₂ / 0.5 h / 20 °C

4.2: 75 percent / I₂; Ag(collidine)2ClO₄ / CH₂Cl₂ / 1.5 h / 0 °C

5.1: 85 percent / LiHMDS / dimethylformamide; tetrahydrofuran / -40 - 20 °C

6.1: 94 percent / CsF / dimethylformamide / 48 h / 90 °C

With ammonia; sodium hydride; di(n-butyl)tin oxide; cesium fluoride; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.tet.2006.02.080

Reference yield:

: 2-Trimethylsilanyl-ethanesulfonic acid [(2R,3R,4R,5S,6R)-5-((2S,3R,4S,5S,6R)-4-allyloxy-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-benzyloxymethyl-2-iodo-tetrahydro-pyran-3-yl]-amide

: 895140-70-2
(2S,3R,4R,5S,6R)-5-((2S,3R,4S,5S,6R)-4-Allyloxy-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-4-benzyloxy-6-benzyloxymethyl-2-ethylsulfanyl-tetrahydro-pyran-3-ylamine

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / LiHMDS / dimethylformamide; tetrahydrofuran / -40 - 20 °C

2: 94 percent / CsF / dimethylformamide / 48 h / 90 °C

With cesium fluoride; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2006.02.080