(1R,2S,3R,5R)-3-Benzyloxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-6,8-dioxa-bicyclo[3.2.1]octane

Base Information

Chemical Name:(1R,2S,3R,5R)-3-Benzyloxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-6,8-dioxa-bicyclo[3.2.1]octane
CAS No.:220099-51-4
Molecular Formula:C₄₇H₅₀O₉
Molecular Weight:758.909
Hs Code.:

Synonyms:(1R,2S,3R,5R)-3-Benzyloxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-6,8-dioxa-bicyclo[3.2.1]octane

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Chemical Property of (1R,2S,3R,5R)-3-Benzyloxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-6,8-dioxa-bicyclo[3.2.1]octane

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Technology Process of (1R,2S,3R,5R)-3-Benzyloxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-6,8-dioxa-bicyclo[3.2.1]octane

There total 3 articles about (1R,2S,3R,5R)-3-Benzyloxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-6,8-dioxa-bicyclo[3.2.1]octane 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: 88.1%

: 100-39-0
benzyl bromide

: 220099-50-3
1,6-anhydro-2-deoxy-4-O-(2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranose

: 220099-51-4
(1R,2S,3R,5R)-3-Benzyloxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-6,8-dioxa-bicyclo[3.2.1]octane

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; for 4h; Ambient temperature;
DOI:10.1016/S0040-4039(98)02234-5

Reference yield:

: 90357-89-4
2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl trichloroacetimidate

: 220099-51-4
(1R,2S,3R,5R)-3-Benzyloxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-6,8-dioxa-bicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 3 steps

1: TBDMSOTf, NaHCO₃ / CH₂Cl₂ / 0.25 h / -30 °C

2: 82.6 percent / LAH / diethyl ether / 4 h / Heating

3: 88.1 percent / NaH / dimethylformamide / 4 h / Ambient temperature

With lithium aluminium tetrahydride; t-butyldimethylsiyl triflate; sodium hydride; sodium hydrogencarbonate; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)02234-5

Reference yield:

: 107952-48-7
1,6:2,3-dianhydro-4-O-(2,3,5,6-tetra-O-benzyl-α-D-glucopyranosyl)-β-D-mannopyranose

: 220099-51-4
(1R,2S,3R,5R)-3-Benzyloxy-2-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-6,8-dioxa-bicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 2 steps

1: 82.6 percent / LAH / diethyl ether / 4 h / Heating

2: 88.1 percent / NaH / dimethylformamide / 4 h / Ambient temperature

With lithium aluminium tetrahydride; sodium hydride; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)02234-5