(2S,3S,4S,5R)-4,5-bis-O-benzyl-N-(tert-butoxycarbonyl)-3-amino-1,1-difluoro-1-(3,4,6-tri-O-benzyl-α-D-galactopyranosyl)-4,5-dihydroxydecan-2-ol

Base Information

Chemical Name:(2S,3S,4S,5R)-4,5-bis-O-benzyl-N-(tert-butoxycarbonyl)-3-amino-1,1-difluoro-1-(3,4,6-tri-O-benzyl-α-D-galactopyranosyl)-4,5-dihydroxydecan-2-ol
CAS No.:1467598-37-3
Molecular Formula:C₅₆H₆₉F₂NO₁₀
Molecular Weight:954.161
Hs Code.:

Synonyms:(2S,3S,4S,5R)-4,5-bis-O-benzyl-N-(tert-butoxycarbonyl)-3-amino-1,1-difluoro-1-(3,4,6-tri-O-benzyl-α-D-galactopyranosyl)-4,5-dihydroxydecan-2-ol

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Chemical Property of (2S,3S,4S,5R)-4,5-bis-O-benzyl-N-(tert-butoxycarbonyl)-3-amino-1,1-difluoro-1-(3,4,6-tri-O-benzyl-α-D-galactopyranosyl)-4,5-dihydroxydecan-2-ol

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Technology Process of (2S,3S,4S,5R)-4,5-bis-O-benzyl-N-(tert-butoxycarbonyl)-3-amino-1,1-difluoro-1-(3,4,6-tri-O-benzyl-α-D-galactopyranosyl)-4,5-dihydroxydecan-2-ol

There total 13 articles about (2S,3S,4S,5R)-4,5-bis-O-benzyl-N-(tert-butoxycarbonyl)-3-amino-1,1-difluoro-1-(3,4,6-tri-O-benzyl-α-D-galactopyranosyl)-4,5-dihydroxydecan-2-ol 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: 74.0%

: C₅₆H₆₇F₂NO₁₀

: 1467598-37-3
(2S,3S,4S,5R)-4,5-bis-O-benzyl-N-(tert-butoxycarbonyl)-3-amino-1,1-difluoro-1-(3,4,6-tri-O-benzyl-α-D-galactopyranosyl)-4,5-dihydroxydecan-2-ol

Guidance literature:: With sodium tetrahydroborate; In methanol; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.jfluchem.2015.02.014

Reference yield: 74.0%

: C₅₆H₆₇F₂NO₁₀

: 1467598-37-3
(2S,3S,4S,5R)-4,5-bis-O-benzyl-N-(tert-butoxycarbonyl)-3-amino-1,1-difluoro-1-(3,4,6-tri-O-benzyl-α-D-galactopyranosyl)-4,5-dihydroxydecan-2-ol

Guidance literature:: With sodium tetrahydroborate; In methanol; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1002/chem.201302070

Reference yield:

: 138511-92-9
1,5-anhydro-2,3,4,6-tetra-O-benzyl-D-lyxo-hex-1-enitol

: 1467598-37-3
(2S,3S,4S,5R)-4,5-bis-O-benzyl-N-(tert-butoxycarbonyl)-3-amino-1,1-difluoro-1-(3,4,6-tri-O-benzyl-α-D-galactopyranosyl)-4,5-dihydroxydecan-2-ol

Guidance literature:: Multi-step reaction with 5 steps

1: triethyl borane / N,N-dimethyl-formamide

2: aluminum isopropoxide; isopropyl alcohol / isopropyl alcohol

3: dmap; diisopropyl-carbodiimide / Inert atmosphere

4: methyllithium / tetrahydrofuran / -78 °C / Inert atmosphere

5: sodium tetrahydroborate / methanol / 20 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; triethyl borane; methyllithium; aluminum isopropoxide; isopropyl alcohol; diisopropyl-carbodiimide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; isopropyl alcohol; 2: |Meerwein-Ponndorf-Verley Reduction;
DOI:10.1016/j.jfluchem.2015.02.014