(3R,4R,5S)-3-benzoyloxy-4-benzyloxy-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)-1-pyrroline

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Chemical Name:(3R,4R,5S)-3-benzoyloxy-4-benzyloxy-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)-1-pyrroline
CAS No.:340969-96-2
Molecular Formula:C₃₆H₃₉NO₅Si
Molecular Weight:593.795
Hs Code.:

Synonyms:(3R,4R,5S)-3-benzoyloxy-4-benzyloxy-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)-1-pyrroline

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Chemical Property of (3R,4R,5S)-3-benzoyloxy-4-benzyloxy-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)-1-pyrroline

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Technology Process of (3R,4R,5S)-3-benzoyloxy-4-benzyloxy-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)-1-pyrroline

There total 4 articles about (3R,4R,5S)-3-benzoyloxy-4-benzyloxy-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)-1-pyrroline 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%

: 340969-92-8
5-azido-3-O-benzoyl-4-O-benzyl-1-O-tert-butyldiphenylsilyl-5-deoxy-α-L-sorbopyranose

: 340969-96-2
(3R,4R,5S)-3-benzoyloxy-4-benzyloxy-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)-1-pyrroline

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; diethyl ether; under 517.541 Torr;
DOI:10.1016/S0008-6215(00)00319-0

Reference yield:

: 340969-82-6
5-azido-3-O-benzoyl-4-O-benzyl-5-deoxy-1,2-O-isopropylidene-α-L-sorbopyranose

: 340969-96-2
(3R,4R,5S)-3-benzoyloxy-4-benzyloxy-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)-1-pyrroline

Guidance literature:: Multi-step reaction with 3 steps

1: 100 mg / TFA / H₂O / 5 h / 20 °C

2: 96 percent / imidazole / dimethylformamide / 5 h / 20 °C

3: 94 percent / H₂ / Pd-C / methanol; diethyl ether / 517.54 Torr

With 1H-imidazole; hydrogen; trifluoroacetic acid; palladium on activated charcoal; In methanol; diethyl ether; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)00319-0

Reference yield:

: 3-O-benzoyl-4-O-benzyl-1,2-O-isopropylidene-β-D-fructopyranose

: 340969-96-2
(3R,4R,5S)-3-benzoyloxy-4-benzyloxy-2'-O-tert-butyldiphenylsilyl-2,5-bis(hydroxymethyl)-1-pyrroline

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / Et₃N / CH₂Cl₂ / 20 °C

2: 84 percent / NaN₃ / dimethylformamide / 15 h / 80 °C

3: 100 mg / TFA / H₂O / 5 h / 20 °C

4: 96 percent / imidazole / dimethylformamide / 5 h / 20 °C

5: 94 percent / H₂ / Pd-C / methanol; diethyl ether / 517.54 Torr

With 1H-imidazole; sodium azide; hydrogen; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)00319-0