2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-(R)-phenylsulfinyl-aldehydo-D-lyxo-hept-2-enose

Base Information

Chemical Name:2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-(R)-phenylsulfinyl-aldehydo-D-lyxo-hept-2-enose
CAS No.:158382-71-9
Molecular Formula:C₃₄H₃₂O₆S
Molecular Weight:568.69
Hs Code.:

Synonyms:2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-(R)-phenylsulfinyl-aldehydo-D-lyxo-hept-2-enose

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Chemical Property of 2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-(R)-phenylsulfinyl-aldehydo-D-lyxo-hept-2-enose

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Technology Process of 2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-(R)-phenylsulfinyl-aldehydo-D-lyxo-hept-2-enose

There total 1 articles about 2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-(R)-phenylsulfinyl-aldehydo-D-lyxo-hept-2-enose 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:

: 68-12-2,33513-42-7
N,N-dimethyl-formamide

: 1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-2-(R)-phenylsulfinyl-D-lyxo-hex-1-enitol

: 158382-71-9
2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-(R)-phenylsulfinyl-aldehydo-D-lyxo-hept-2-enose

Guidance literature:: With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, -100 deg C, 25 min, 2.) THF, HMPT, -100 deg C, 2 h;

Reference yield: 78.0%

: 158382-71-9
2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-(R)-phenylsulfinyl-aldehydo-D-lyxo-hept-2-enose

: 158382-74-2
2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-(R)-phenylsulfinyl-D-lyxo-hept-2-enit

Guidance literature:: With sodium tetrahydroborate; In methanol; for 0.75h; Ambient temperature;

Reference yield:

: 158382-71-9
2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-3-(R)-phenylsulfinyl-aldehydo-D-lyxo-hept-2-enose

: 219969-04-7
Bis-((4R,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-5,6-dihydro-4H-pyran-2-yl)-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LDA / 1.) THF, HMPA, -100 deg C, 1.5 h, 2.) THF, HMPA, -100 deg C, 2 h

2: 86 percent / NaCNBH₃, HOAc / 1.) r.t., 10 h, 2.) 50 deg C, 4 h

3: 86 percent / Raney Ni W-2 / tetrahydrofuran / 0.75 h

With Raney Ni W-2; sodium cyanoborohydride; acetic acid; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1055/s-1998-4503