(2R,4aR,6S,7R,8R,8aS)-7-Azido-8-((2S,3R,4S,5S,6R)-4-azido-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Base Information

Chemical Name:(2R,4aR,6S,7R,8R,8aS)-7-Azido-8-((2S,3R,4S,5S,6R)-4-azido-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine
CAS No.:844837-67-8
Molecular Formula:C₄₇H₄₈N₆O₈S
Molecular Weight:857
Hs Code.:

(2R,4aR,6S,7R,8R,8aS)-7-Azido-8-((2S,3R,4S,5S,6R)-4-azido-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Synonyms:(2R,4aR,6S,7R,8R,8aS)-7-Azido-8-((2S,3R,4S,5S,6R)-4-azido-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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Chemical Property of (2R,4aR,6S,7R,8R,8aS)-7-Azido-8-((2S,3R,4S,5S,6R)-4-azido-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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Technology Process of (2R,4aR,6S,7R,8R,8aS)-7-Azido-8-((2S,3R,4S,5S,6R)-4-azido-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

There total 3 articles about (2R,4aR,6S,7R,8R,8aS)-7-Azido-8-((2S,3R,4S,5S,6R)-4-azido-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine 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:

: 501088-50-2
(2R,4aR,6S,7R,8R,8aS)-7-Azido-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

: 844837-51-0
(2R,3S,4S,5R,6R)-4-Azido-3,5-bis-benzyloxy-2-benzyloxymethyl-6-p-tolylsulfanyl-tetrahydro-pyran

: (2R,4aR,6S,7R,8R,8aS)-7-Azido-8-((2R,3R,4S,5S,6R)-4-azido-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 844837-67-8
(2R,4aR,6S,7R,8R,8aS)-7-Azido-8-((2S,3R,4S,5S,6R)-4-azido-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; at -45 ℃;
DOI:10.1002/anie.200460558

Reference yield:

: 468065-27-2
perbenzyl-perazidotobramyicn

: 844837-67-8
(2R,4aR,6S,7R,8R,8aS)-7-Azido-8-((2S,3R,4S,5S,6R)-4-azido-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 2 steps

1: 47 percent / BF₃*Et₂O / CH₂Cl₂

2: N-iodosuccinimide; TfOH; 4 Angstroem molecular sieves / CH₂Cl₂ / -45 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1002/anie.200460558

Reference yield:

: (2S,3R,5S,6R)-4-Azido-2-[(2S,3R,4S,6R)-4,6-diazido-3-((2R,3R,5S,6R)-3-azido-6-azidomethyl-5-hydroxy-tetrahydro-pyran-2-yloxy)-2-hydroxy-cyclohexyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,5-diol

: 844837-67-8
(2R,4aR,6S,7R,8R,8aS)-7-Azido-8-((2S,3R,4S,5S,6R)-4-azido-3,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-6-p-tolylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 3 steps

1: NaH; TBAI / dimethylformamide

2: 47 percent / BF₃*Et₂O / CH₂Cl₂

3: N-iodosuccinimide; TfOH; 4 Angstroem molecular sieves / CH₂Cl₂ / -45 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.200460558