3,4-di(benzyloxy)-2-benzyloxymethylperhydro-β-cyclopropa[b]pyran-4-yl-[(S-methylthio)thiocarbonyl]methanol

Base Information

Chemical Name:3,4-di(benzyloxy)-2-benzyloxymethylperhydro-β-cyclopropa[b]pyran-4-yl-[(S-methylthio)thiocarbonyl]methanol
CAS No.:876660-23-0
Molecular Formula:C₃₁H₃₄O₅S₂
Molecular Weight:550.74
Hs Code.:

Synonyms:3,4-di(benzyloxy)-2-benzyloxymethylperhydro-β-cyclopropa[b]pyran-4-yl-[(S-methylthio)thiocarbonyl]methanol

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Chemical Property of 3,4-di(benzyloxy)-2-benzyloxymethylperhydro-β-cyclopropa[b]pyran-4-yl-[(S-methylthio)thiocarbonyl]methanol

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Technology Process of 3,4-di(benzyloxy)-2-benzyloxymethylperhydro-β-cyclopropa[b]pyran-4-yl-[(S-methylthio)thiocarbonyl]methanol

There total 4 articles about 3,4-di(benzyloxy)-2-benzyloxymethylperhydro-β-cyclopropa[b]pyran-4-yl-[(S-methylthio)thiocarbonyl]methanol 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: 89.0%

: 876660-21-8
3,4-di(benzyloxy)-2-benzyloxymethylperhydro-β-cyclopropa[b]pyran-4-ylmethanol

: 75-15-0,12122-00-8
carbon disulfide

: 74-88-4
methyl iodide

: 876660-23-0
3,4-di(benzyloxy)-2-benzyloxymethylperhydro-β-cyclopropa[b]pyran-4-yl-[(S-methylthio)thiocarbonyl]methanol

Guidance literature:: 3,4-di(benzyloxy)-2-benzyloxymethylperhydro-β-cyclopropa[b]pyran-4-ylmethanol; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1.5h;

carbon disulfide; In tetrahydrofuran; at 20 ℃; for 1h;

methyl iodide; In tetrahydrofuran; at 20 ℃; for 0.75h;

Reference yield:

: 55628-54-1
3,4,6-tri-O-benzyl-D-glucal

: 876660-23-0
3,4-di(benzyloxy)-2-benzyloxymethylperhydro-β-cyclopropa[b]pyran-4-yl-[(S-methylthio)thiocarbonyl]methanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2.90 g / POCl₃ / 8 h / 20 °C

2.1: 90 percent / NaBH₄ / methanol / 1 h / 20 °C

3.1: diethyl zinc / CH₂Cl₂; hexane / 0.5 h / -20 °C

3.2: 49 percent / CH₂Cl₂; hexane / 24 h / -20 °C

4.1: NaH / tetrahydrofuran / 1.5 h / 20 °C

4.2: tetrahydrofuran / 1 h / 20 °C

4.3: 89 percent / tetrahydrofuran / 0.75 h / 20 °C

With sodium tetrahydroborate; diethylzinc; sodium hydride; trichlorophosphate; In tetrahydrofuran; methanol; hexane; dichloromethane; 1.1: Vilsmeier-Haack reaction / 3.2: Simmons-Smith reaction;

Reference yield:

: 136883-91-5
(2R,3S,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyran-5-carbaldehyde

: 876660-23-0
3,4-di(benzyloxy)-2-benzyloxymethylperhydro-β-cyclopropa[b]pyran-4-yl-[(S-methylthio)thiocarbonyl]methanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / NaBH₄ / methanol / 1 h / 20 °C

2.1: diethyl zinc / CH₂Cl₂; hexane / 0.5 h / -20 °C

2.2: 49 percent / CH₂Cl₂; hexane / 24 h / -20 °C

3.1: NaH / tetrahydrofuran / 1.5 h / 20 °C

3.2: tetrahydrofuran / 1 h / 20 °C

3.3: 89 percent / tetrahydrofuran / 0.75 h / 20 °C

With sodium tetrahydroborate; diethylzinc; sodium hydride; In tetrahydrofuran; methanol; hexane; dichloromethane; 2.2: Simmons-Smith reaction;