[(4R,5R)-5-((2R,3S)-3-Formyl-oxiranyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester

Base Information

Chemical Name:[(4R,5R)-5-((2R,3S)-3-Formyl-oxiranyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester
CAS No.:98393-46-5
Molecular Formula:C₁₇H₂₁NO₆
Molecular Weight:335.357
Hs Code.:

Synonyms:[(4R,5R)-5-((2R,3S)-3-Formyl-oxiranyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester

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Chemical Property of [(4R,5R)-5-((2R,3S)-3-Formyl-oxiranyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester

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Technology Process of [(4R,5R)-5-((2R,3S)-3-Formyl-oxiranyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester

There total 6 articles about [(4R,5R)-5-((2R,3S)-3-Formyl-oxiranyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester 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:

: 98362-01-7,102518-70-7,108341-31-7
[(4R,5R)-5-((2S,3R)-3-Hydroxymethyl-oxiranyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester

: 98393-46-5
[(4R,5R)-5-((2R,3S)-3-Formyl-oxiranyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester

Guidance literature:: With Collins oxidation agent; In dichloromethane; at 5 ℃;
DOI:10.1021/jo00220a063

Reference yield:

: 35023-80-4
2,3:5,6-di-O-isopropylidene-D-mannose oxime

: 98393-46-5
[(4R,5R)-5-((2R,3S)-3-Formyl-oxiranyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / LiAlH₄ / tetrahydrofuran / Ambient temperature

2: 100 percent / tetrahydrofuran; H₂O / 0 °C

3: 95 percent / pyridine / 0 °C

4: TsOH / methanol; H₂O / 72 h / Ambient temperature

5: amberlite IRA-400/OH^(1-)

6: Collins reagent / CH₂Cl₂ / 5 °C

With pyridine; lithium aluminium tetrahydride; Collins oxidation agent; Amberlite IRA-400; hydroxide; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo00220a063

Reference yield:

: 98362-05-1
(R)-((4S,5R)-5-Aminomethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methanol

: 98393-46-5
[(4R,5R)-5-((2R,3S)-3-Formyl-oxiranyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / tetrahydrofuran; H₂O / 0 °C

2: 95 percent / pyridine / 0 °C

3: TsOH / methanol; H₂O / 72 h / Ambient temperature

4: amberlite IRA-400/OH^(1-)

5: Collins reagent / CH₂Cl₂ / 5 °C

With pyridine; Collins oxidation agent; Amberlite IRA-400; hydroxide; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/jo00220a063