3,5-dideoxy-2,4-O-(1-methylethylidene)-6-O-(phenylmethyl)-L-erythro-hexose

Base Information

Chemical Name:3,5-dideoxy-2,4-O-(1-methylethylidene)-6-O-(phenylmethyl)-L-erythro-hexose
CAS No.:106799-15-9
Molecular Formula:C₁₆H₂₂O₄
Molecular Weight:278.348
Hs Code.:

Synonyms:3,5-dideoxy-2,4-O-(1-methylethylidene)-6-O-(phenylmethyl)-L-erythro-hexose

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Chemical Property of 3,5-dideoxy-2,4-O-(1-methylethylidene)-6-O-(phenylmethyl)-L-erythro-hexose

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Technology Process of 3,5-dideoxy-2,4-O-(1-methylethylidene)-6-O-(phenylmethyl)-L-erythro-hexose

There total 33 articles about 3,5-dideoxy-2,4-O-(1-methylethylidene)-6-O-(phenylmethyl)-L-erythro-hexose 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: 92.0%

: 114861-21-1
2,3-dideoxy-3,5-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol

: 106799-15-9
3,5-dideoxy-2,4-O-(1-methylethylidene)-6-O-(phenylmethyl)-L-erythro-hexose

Guidance literature:: With pyridine-SO₃ complex; triethylamine; In dichloromethane; dimethyl sulfoxide; at 25 ℃; for 0.5h;
DOI:10.1021/ja00222a028

Reference yield: 89.0%

: 256659-01-5
(+)-(2S,4S)-1-acetoxy-6-benzyloxy-syn-2,4-(isopropylidenedioxy)-1-(p-tolylthio)hexane

: 106799-15-9
3,5-dideoxy-2,4-O-(1-methylethylidene)-6-O-(phenylmethyl)-L-erythro-hexose

Guidance literature:: With sodium methylate; In methanol; at 0 ℃; for 3h;
DOI:10.1002/(SICI)1099-0690(199911)1999:11<3021::AID-EJOC3021>3.0.CO;2-R

Reference yield:

: 81120-67-4
2,4-dideoxy-6-O-(phenylmethyl)-D-erythro-hexitol

: 106799-15-9
3,5-dideoxy-2,4-O-(1-methylethylidene)-6-O-(phenylmethyl)-L-erythro-hexose

Guidance literature:: Multi-step reaction with 8 steps

1: 88 percent / 4-(dimethylamino)pyridine / pyridine / 5 h / Ambient temperature

2: 93 percent / CSA / 0.5 h / Ambient temperature

3: H₂ / 10percent Pd-C / CH₂Cl₂ / 4 h / 25 °C

4: 73 percent / imidazole / dimethylformamide / 3 h / 25 °C

5: 91 percent / DIBAL / CH₂Cl₂; hexane / 0.5 h / -78 °C

6: 85 percent / KH / tetrahydrofuran / 14 h / 0 - 25 °C

7: 92 percent / n-BuNF / tetrahydrofuran / 0.5 h / Ambient temperature

8: 92 percent / triethylamine, SO₃*pyr complex / CH₂Cl₂; dimethylsulfoxide / 0.5 h / 25 °C

With 1H-imidazole; pyridine-SO₃ complex; hydrogen; potassium hydride; diisobutylaluminium hydride; triethylamine; dmap; palladium on activated charcoal; camphor-10-sulfonic acid; In tetrahydrofuran; pyridine; hexane; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ja00222a028