(2S,3R,4S)-3,4-Bis-benzyloxymethyl-oxetane-2-carbonyl chloride

Base Information

Chemical Name:(2S,3R,4S)-3,4-Bis-benzyloxymethyl-oxetane-2-carbonyl chloride
CAS No.:132454-56-9
Molecular Formula:C₂₀H₂₁ClO₄
Molecular Weight:360.837
Hs Code.:

Synonyms:

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Chemical Property of (2S,3R,4S)-3,4-Bis-benzyloxymethyl-oxetane-2-carbonyl chloride

Chemical Property:

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Technology Process of (2S,3R,4S)-3,4-Bis-benzyloxymethyl-oxetane-2-carbonyl chloride

There total 13 articles about (2S,3R,4S)-3,4-Bis-benzyloxymethyl-oxetane-2-carbonyl chloride 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:

: 69832-48-0
((3aR,5S,6R,6aR)-tetrahydro-2,2-dimethyl-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)furo[2,3-d][1,3]dioxol-6-yl)methanol

: 132454-56-9
(2S,3R,4S)-3,4-Bis-benzyloxymethyl-oxetane-2-carbonyl chloride

Guidance literature:: Multi-step reaction with 10 steps

1: AcOH / H₂O

2: NaIO₄ / ethanol; H₂O

3: NaBH₄ / ethanol

4: NaH / dimethylformamide

5: aq. TFA

6: Br₂, barium benzoate / H₂O; dioxane

7: pyridine / CH₂Cl₂ / -30 °C

8: 56 percent / K₂CO₃

9: hydrolyse

10: oxalyl chloride

With pyridine; sodium tetrahydroborate; sodium periodate; oxalyl dichloride; bromine; sodium hydride; potassium carbonate; acetic acid; barium benzoate; trifluoroacetic acid; In 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)97210-1

Reference yield:

: 2847-00-9
1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose

: 132454-56-9
(2S,3R,4S)-3,4-Bis-benzyloxymethyl-oxetane-2-carbonyl chloride

Guidance literature:: Multi-step reaction with 12 steps

3: AcOH / H₂O

4: NaIO₄ / ethanol; H₂O

5: NaBH₄ / ethanol

6: NaH / dimethylformamide

7: aq. TFA

8: Br₂, barium benzoate / H₂O; dioxane

9: pyridine / CH₂Cl₂ / -30 °C

10: 56 percent / K₂CO₃

11: hydrolyse

12: oxalyl chloride

With pyridine; sodium tetrahydroborate; sodium periodate; oxalyl dichloride; bromine; sodium hydride; potassium carbonate; acetic acid; barium benzoate; trifluoroacetic acid; In 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)97210-1

Reference yield:

: 26277-33-8
(R)-1-((3aR,5S,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethane-1,2-diol

: 132454-56-9
(2S,3R,4S)-3,4-Bis-benzyloxymethyl-oxetane-2-carbonyl chloride

Guidance literature:: Multi-step reaction with 9 steps

1: NaIO₄ / ethanol; H₂O

2: NaBH₄ / ethanol

3: NaH / dimethylformamide

4: aq. TFA

5: Br₂, barium benzoate / H₂O; dioxane

6: pyridine / CH₂Cl₂ / -30 °C

7: 56 percent / K₂CO₃

8: hydrolyse

9: oxalyl chloride

With pyridine; sodium tetrahydroborate; sodium periodate; oxalyl dichloride; bromine; sodium hydride; potassium carbonate; barium benzoate; trifluoroacetic acid; In 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)97210-1