(6S)-N-Acetyl-N-benzyl-6-amino-6,7-Dideoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-octodialdo-1,5-pyranose

Base Information

Chemical Name:(6S)-N-Acetyl-N-benzyl-6-amino-6,7-Dideoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-octodialdo-1,5-pyranose
CAS No.:132163-95-2
Molecular Formula:C₂₃H₃₁NO₇
Molecular Weight:433.502
Hs Code.:

Synonyms:(6S)-N-Acetyl-N-benzyl-6-amino-6,7-Dideoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-octodialdo-1,5-pyranose

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Chemical Property of (6S)-N-Acetyl-N-benzyl-6-amino-6,7-Dideoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-octodialdo-1,5-pyranose

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Technology Process of (6S)-N-Acetyl-N-benzyl-6-amino-6,7-Dideoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-octodialdo-1,5-pyranose

There total 7 articles about (6S)-N-Acetyl-N-benzyl-6-amino-6,7-Dideoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-octodialdo-1,5-pyranose 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: 84.0%

: N-Benzyl-N-[(S)-2-(3-methyl-thiazolidin-2-yl)-1-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-ethyl]-acetamide

: 132163-95-2
(6S)-N-Acetyl-N-benzyl-6-amino-6,7-Dideoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-octodialdo-1,5-pyranose

Guidance literature:: With water; mercury dichloride;
DOI:10.1016/S0040-4020(01)87939-4

Reference yield: 30.0%

: 75-36-5
acetyl chloride

: (3S,5R)-2-benzyl-3-(1,2:3,4-di-O-isopropylidene-α-D-galacto-pentopyranos-5-yl)-5-(trimethylsilyl)isoxazolidine

: 100759-67-9,50256-79-6
(E)-6,7-didehydro-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-octodialo-1,5-pyranose

: 132163-95-2
(6S)-N-Acetyl-N-benzyl-6-amino-6,7-Dideoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-octodialdo-1,5-pyranose

Guidance literature:: With sodium hydrogencarbonate; In tetrahydrofuran; at 0 ℃; for 0.75h;
DOI:10.1016/S0957-4166(02)00543-8

Reference yield:

: 131070-77-4
2-[(E)-2-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-vinyl]-thiazole

: 132163-95-2
(6S)-N-Acetyl-N-benzyl-6-amino-6,7-Dideoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-octodialdo-1,5-pyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / acetonitrile / 12 h / Heating

2: 2.) sodium borohydride / methanol

3: pyridine, dimethylamino pyridine / Ambient temperature; overnight

4: 84 percent / mercuric chloride, H₂O

With pyridine; dmap; sodium tetrahydroborate; water; mercury dichloride; In acetonitrile;
DOI:10.1016/S0040-4020(01)87939-4