ethyl 6-benzylamino-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-L-glycero-α-D-galacto-octopyranuronate

Base Information

Chemical Name:ethyl 6-benzylamino-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-L-glycero-α-D-galacto-octopyranuronate
CAS No.:437552-42-6
Molecular Formula:C₂₃H₃₃NO₇
Molecular Weight:435.518
Hs Code.:

Synonyms:ethyl 6-benzylamino-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-L-glycero-α-D-galacto-octopyranuronate

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Chemical Property of ethyl 6-benzylamino-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-L-glycero-α-D-galacto-octopyranuronate

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Technology Process of ethyl 6-benzylamino-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-L-glycero-α-D-galacto-octopyranuronate

There total 6 articles about ethyl 6-benzylamino-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-L-glycero-α-D-galacto-octopyranuronate 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:

: (S)-3-{[1-Phenyl-meth-(E)-ylidene]-amino}-3-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-propionic acid ethyl ester

: 437552-42-6
ethyl 6-benzylamino-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-L-glycero-α-D-galacto-octopyranuronate

Guidance literature:: With sodium cyanoborohydride; In dichloromethane; at 30 ℃; for 12h;
DOI:10.1081/CAR-120030140

Reference yield:

: 4933-77-1
(3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carbaldehyde

: 437552-42-6
ethyl 6-benzylamino-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-L-glycero-α-D-galacto-octopyranuronate

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / lithium hydroxide monohydrate / tetrahydrofuran / 10 h

2: ammonia / ethanol / 24 h / 30 °C

3: trimethyl orthoformate / CH₂Cl₂ / 4 h / 0 °C

4: sodium cyanoborohydride / CH₂Cl₂ / 12 h / 30 °C

With lithium hydroxide; ammonia; sodium cyanoborohydride; trimethyl orthoformate; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1081/CAR-120030140

Reference yield:

: 4064-06-6
1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

: 437552-42-6
ethyl 6-benzylamino-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-L-glycero-α-D-galacto-octopyranuronate

Guidance literature:: Multi-step reaction with 5 steps

1: 56.4 percent / pyridinium chlorochromate; molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h

2: 85 percent / lithium hydroxide monohydrate / tetrahydrofuran / 10 h

3: ammonia / ethanol / 24 h / 30 °C

4: trimethyl orthoformate / CH₂Cl₂ / 4 h / 0 °C

5: sodium cyanoborohydride / CH₂Cl₂ / 12 h / 30 °C

With lithium hydroxide; 4 A molecular sieve; ammonia; sodium cyanoborohydride; pyridinium chlorochromate; trimethyl orthoformate; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1081/CAR-120030140