Dithiocarbonic acid O-[(S)-((2R,4R)-4-benzyloxy-5-oxo-tetrahydro-furan-2-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl] ester S-methyl ester

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Chemical Name:Dithiocarbonic acid O-[(S)-((2R,4R)-4-benzyloxy-5-oxo-tetrahydro-furan-2-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl] ester S-methyl ester
CAS No.:868566-33-0
Molecular Formula:C₁₉H₂₄O₆S₂
Molecular Weight:412.528
Hs Code.:

Synonyms:Dithiocarbonic acid O-[(S)-((2R,4R)-4-benzyloxy-5-oxo-tetrahydro-furan-2-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl] ester S-methyl ester

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Chemical Property of Dithiocarbonic acid O-[(S)-((2R,4R)-4-benzyloxy-5-oxo-tetrahydro-furan-2-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl] ester S-methyl ester

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Technology Process of Dithiocarbonic acid O-[(S)-((2R,4R)-4-benzyloxy-5-oxo-tetrahydro-furan-2-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl] ester S-methyl ester

There total 4 articles about Dithiocarbonic acid O-[(S)-((2R,4R)-4-benzyloxy-5-oxo-tetrahydro-furan-2-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl] ester S-methyl 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:

: 868566-23-8
2-benzyloxy-3-deoxy-6,7-O-isopropylidene-D-arabinohept-2-enoic-γ-lactone

: 868566-33-0
Dithiocarbonic acid O-[(S)-((2R,4R)-4-benzyloxy-5-oxo-tetrahydro-furan-2-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl] ester S-methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 61 percent / NaBH₄; NiCl₂*6H₂O; AcOH / methanol / 1 h / 0 °C / pH 7

2.1: NaH / tetrahydrofuran / 0.5 h / -15 °C

2.2: 93 percent / tetrahydrofuran / 12 h / 20 °C

With sodium tetrahydroborate; sodium hydride; acetic acid; nickel dichloride; In tetrahydrofuran; methanol;
DOI:10.1021/jo050972v

Reference yield:

: 868566-24-9
2-O-benzyl-3,5;6,7-di-O-isopropylidene-D-glucoheptonic-γ-lactone

: 868566-33-0
Dithiocarbonic acid O-[(S)-((2R,4R)-4-benzyloxy-5-oxo-tetrahydro-furan-2-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl] ester S-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 81 percent / t-BuOK / tetrahydrofuran / 0.25 h / -78 °C

2.1: 61 percent / NaBH₄; NiCl₂*6H₂O; AcOH / methanol / 1 h / 0 °C / pH 7

3.1: NaH / tetrahydrofuran / 0.5 h / -15 °C

3.2: 93 percent / tetrahydrofuran / 12 h / 20 °C

With sodium tetrahydroborate; potassium tert-butylate; sodium hydride; acetic acid; nickel dichloride; In tetrahydrofuran; methanol;
DOI:10.1021/jo050972v

Reference yield:

: 6605-22-7
3,5:6,7-bis-O-(1-methylethylidene)-α-D-glucoheptonic γ-lactone

: 868566-33-0
Dithiocarbonic acid O-[(S)-((2R,4R)-4-benzyloxy-5-oxo-tetrahydro-furan-2-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl] ester S-methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 84 percent / Ag₂O / CH₂Cl₂ / 6 h / Heating

2.1: 81 percent / t-BuOK / tetrahydrofuran / 0.25 h / -78 °C

3.1: 61 percent / NaBH₄; NiCl₂*6H₂O; AcOH / methanol / 1 h / 0 °C / pH 7

4.1: NaH / tetrahydrofuran / 0.5 h / -15 °C

4.2: 93 percent / tetrahydrofuran / 12 h / 20 °C

With sodium tetrahydroborate; potassium tert-butylate; sodium hydride; acetic acid; nickel dichloride; silver(l) oxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo050972v