3,5-dideoxy-2,4-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol

Base Information

Chemical Name:3,5-dideoxy-2,4-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol
CAS No.:114925-53-0
Molecular Formula:C₁₆H₂₄O₄
Molecular Weight:280.364
Hs Code.:

Synonyms:3,5-dideoxy-2,4-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol

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Chemical Property of 3,5-dideoxy-2,4-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol

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Technology Process of 3,5-dideoxy-2,4-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol

There total 11 articles about 3,5-dideoxy-2,4-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol 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: 93.0%

: 114925-52-9
<4R-(4α,5α)>-4-<(phenylmethoxy)methyl>-6-ethenyl-2,2-dimethyl-1,3-dioxane

: 114925-53-0
3,5-dideoxy-2,4-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol

Guidance literature:: With borane-THF; 2-methyl-but-2-ene; In tetrahydrofuran; at 0 ℃; for 1.5h;
DOI:10.1021/ja00222a028

Reference yield:

: 106799-17-1
(2R,4S)-1-<(phenylmethoxy)methyl>5-hexene-2,4-diol

: 114925-53-0
3,5-dideoxy-2,4-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / CSA / 1 h / 25 °C

2: 93 percent / 2-methyl-2-butene, BH₃*THF / tetrahydrofuran / 1.5 h / 0 °C

With borane-THF; 2-methyl-but-2-ene; camphor-10-sulfonic acid; In tetrahydrofuran;
DOI:10.1021/ja00222a028

Reference yield:

: 100-39-0
benzyl bromide

: 114925-53-0
3,5-dideoxy-2,4-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / NaH / tetrahydrofuran / 2 h / 0 - 25 °C

2: 95 percent / dil. HCl / 1,2-dimethoxy-ethane; H₂O / 1 h / Heating

3: 67 percent / NaH / tetrahydrofuran / 4 h / -30 - 25 °C

4: 90 percent / CSA / 1 h / 25 °C

5: 1.) Sia₂BH, 2.) NaOH-H₂O₂ / 1.) THF, 0 deg C, 1.5 h

With hydrogenchloride; sodium hydroxide; dihydrogen peroxide; bis-(1,2-dimethylpropyl)borane; sodium hydride; camphor-10-sulfonic acid; In tetrahydrofuran; 1,2-dimethoxyethane; water;
DOI:10.1021/ja00241a062