(1R,2S,3S,4S,5R)-2,4-Bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane-3-carbaldehyde

Base Information

Chemical Name:(1R,2S,3S,4S,5R)-2,4-Bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane-3-carbaldehyde
CAS No.:251456-74-3
Molecular Formula:C₂₁H₂₂O₅
Molecular Weight:354.403
Hs Code.:

Synonyms:(1R,2S,3S,4S,5R)-2,4-Bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane-3-carbaldehyde

Suppliers and Price of (1R,2S,3S,4S,5R)-2,4-Bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane-3-carbaldehyde

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Chemical Property of (1R,2S,3S,4S,5R)-2,4-Bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane-3-carbaldehyde

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Technology Process of (1R,2S,3S,4S,5R)-2,4-Bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane-3-carbaldehyde

There total 5 articles about (1R,2S,3S,4S,5R)-2,4-Bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane-3-carbaldehyde 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: 100.0%

: 251456-62-9
1,6-anhydro-2,4-di-O-benzyl-3-deoxy-3-C-vinyl-β-D-mannopyranose

: 251456-74-3
(1R,2S,3S,4S,5R)-2,4-Bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane-3-carbaldehyde

Guidance literature:: 1,6-anhydro-2,4-di-O-benzyl-3-deoxy-3-C-vinyl-β-D-mannopyranose; With ozone;

With triphenylphosphine; Further stages.;
DOI:10.1021/jo020339z

Reference yield:

: 100-39-0
benzyl bromide

: 251456-74-3
(1R,2S,3S,4S,5R)-2,4-Bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane-3-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: 78 percent / NaH; (n-C₄H₉)4NI / tetrahydrofuran / 2 h / 0 °C

2.1: tetrahydrofuran / 8 h / Heating

2.2: 104 mg / NaH / dimethylformamide / 2 h / 0 °C

3.1: O₃

3.2: 100 percent / (C₆H₅)3P

With tetra-(n-butyl)ammonium iodide; sodium hydride; ozone; In tetrahydrofuran;
DOI:10.1021/jo020339z

Reference yield:

: 213594-43-5
1,6:3,4-dianhydro-2-O-benzyl-β-D-altropyranose

: 251456-74-3
(1R,2S,3S,4S,5R)-2,4-Bis-benzyloxy-6,8-dioxa-bicyclo[3.2.1]octane-3-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 8 h / Heating

1.2: 104 mg / NaH / dimethylformamide / 2 h / 0 °C

2.1: O₃

2.2: 100 percent / (C₆H₅)3P

With ozone; In tetrahydrofuran;
DOI:10.1021/jo020339z