4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonitol

Base Information

Chemical Name:4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonitol
CAS No.:136737-94-5
Molecular Formula:C₃₈H₄₄O₆
Molecular Weight:596.764
Hs Code.:

Synonyms:4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonitol

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Chemical Property of 4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonitol

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Technology Process of 4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonitol

There total 3 articles about 4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonitol 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: 60.0%

: 136737-93-4
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosylspiro-2'-<(4'S)-4'-methyltetrahydrofuran>

: 136737-94-5
4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonitol

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; trifluoroacetic acid; for 0.5h; Ambient temperature;
DOI:10.1016/0008-6215(92)84174-Q

Reference yield:

: 133697-34-4,97321-70-5
2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-gluco-hept-1-enitol

: 136737-94-5
4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonitol

Guidance literature:: Multi-step reaction with 3 steps

1: 1) N-iodosuccinimide / 1) CH₂Cl₂, -78 deg C, 1 h, 2) -78 deg C, 20 min

2: 77 percent / Bu₃SnH, AIBN / benzene / 1 h / 85 °C

3: 60 percent / Et₃SiH, BF₃*Et₂O, TFA / 0.5 h / Ambient temperature

With triethylsilane; N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; trifluoroacetic acid; In benzene;
DOI:10.1016/0008-6215(92)84174-Q

Reference yield:

: 136737-92-3
allyl 3,4,5,7-tetra-O-benzyl-1-deoxy-1-iodo-α-D-gluco-2-heptulopyranoside

: 136737-94-5
4,8-anhydro-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-2-C-methyl-D-erythro-L-galacto-nonitol

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / Bu₃SnH, AIBN / benzene / 1 h / 85 °C

2: 60 percent / Et₃SiH, BF₃*Et₂O, TFA / 0.5 h / Ambient temperature

With triethylsilane; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; trifluoroacetic acid; In benzene;
DOI:10.1016/0008-6215(92)84174-Q