2,3,4,5,6-penta-O-benzyl-D-allose diethyl dithioacetal

Base Information

Chemical Name:2,3,4,5,6-penta-O-benzyl-D-allose diethyl dithioacetal
CAS No.:153093-34-6
Molecular Formula:C₄₅H₅₂O₅S₂
Molecular Weight:737.037
Hs Code.:

Synonyms:2,3,4,5,6-penta-O-benzyl-D-allose diethyl dithioacetal

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Chemical Property of 2,3,4,5,6-penta-O-benzyl-D-allose diethyl dithioacetal

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Technology Process of 2,3,4,5,6-penta-O-benzyl-D-allose diethyl dithioacetal

There total 1 articles about 2,3,4,5,6-penta-O-benzyl-D-allose diethyl dithioacetal 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: 86.0%

: 18545-97-6
D-galactose diethyl dithioacetal

: 100-39-0
benzyl bromide

: 153093-34-6
2,3,4,5,6-penta-O-benzyl-D-allose diethyl dithioacetal

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 30 ℃; for 2h;
DOI:10.1016/0008-6215(93)84248-5

Reference yield: 94.0%

: 153093-34-6
2,3,4,5,6-penta-O-benzyl-D-allose diethyl dithioacetal

: 153093-35-7
2,3,4,5,6-penta-O-benzyl-D-allose

Guidance literature:: With mercury dichloride; mercury(II) oxide; In water; acetone; for 12h;
DOI:10.1016/0008-6215(93)84248-5

Reference yield:

: 153093-34-6
2,3,4,5,6-penta-O-benzyl-D-allose diethyl dithioacetal

: Acetic acid (3S,4S,5R,6R)-1-acetoxymethyl-3,4,5,6,7-pentakis-benzyloxy-heptyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / HgO, HgCl₂ / acetone; H₂O / 12 h

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 2.) THF, hexane, 40 deg C, 12 h

3: NaOMe / toluene

4: H₂ / 5percent Pd/CaCO₃ / tetrahydrofuran

5: NaBH₄ / methanol / 1.5 h / -10 °C

6: 86 percent / NaBH₄ / ethanol / 6 h

7: 100 percent / Py

With pyridine; sodium tetrahydroborate; n-butyllithium; hydrogen; sodium methylate; mercury dichloride; mercury(II) oxide; Lindlar's catalyst; In tetrahydrofuran; methanol; ethanol; water; acetone; toluene;
DOI:10.1016/0008-6215(93)84248-5