Methanesulfonic acid (1S,2R)-2-benzyloxy-3-[1,3]dithian-2-yl-1-formyl-propyl ester

Base Information

Chemical Name:Methanesulfonic acid (1S,2R)-2-benzyloxy-3-[1,3]dithian-2-yl-1-formyl-propyl ester
CAS No.:135663-47-7
Molecular Formula:C₁₆H₂₂O₅S₃
Molecular Weight:390.546
Hs Code.:

Synonyms:Methanesulfonic acid (1S,2R)-2-benzyloxy-3-[1,3]dithian-2-yl-1-formyl-propyl ester

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Chemical Property of Methanesulfonic acid (1S,2R)-2-benzyloxy-3-[1,3]dithian-2-yl-1-formyl-propyl ester

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Technology Process of Methanesulfonic acid (1S,2R)-2-benzyloxy-3-[1,3]dithian-2-yl-1-formyl-propyl ester

There total 5 articles about Methanesulfonic acid (1S,2R)-2-benzyloxy-3-[1,3]dithian-2-yl-1-formyl-propyl 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: 72.0%

: 135720-60-4
Methanesulfonic acid (1R,2R)-2-benzyloxy-1-((R)-1,2-dihydroxy-ethyl)-3-[1,3]dithian-2-yl-propyl ester

: 135663-47-7
Methanesulfonic acid (1S,2R)-2-benzyloxy-3-[1,3]dithian-2-yl-1-formyl-propyl ester

Guidance literature:: With lead(IV) acetate; In benzene; for 0.25h;
DOI:10.1021/jo00020a027

Reference yield:

: 126461-69-6
1,5-anhydro-3-O-benzyl-6-O-tert-butyldimetylsilyl-2-deoxy-D-arabino-hex-1-enopyranose

: 135663-47-7
Methanesulfonic acid (1S,2R)-2-benzyloxy-3-[1,3]dithian-2-yl-1-formyl-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / pyridine / 12 h / 23 °C

2: 88 percent / N-iodosuccinimide / acetonitrile / 12 h / 23 °C

3: 1) tributyltin hydride, AIBN, 2) satd.aq.KF / 1) benzene, reflux, 5 h, 2) 12 h

4: 74 percent / BF₃*OEt₂ / CH₂Cl₂ / 24 h / 23 °C

5: 72 percent / lead tetraacetate / benzene / 0.25 h

With pyridine; lead(IV) acetate; potassium fluoride; N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; In dichloromethane; acetonitrile; benzene;
DOI:10.1021/jo00020a027

Reference yield:

: 135663-44-4
Methanesulfonic acid (2R,3S,4R)-4-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-3,4-dihydro-2H-pyran-3-yl ester

: 135663-47-7
Methanesulfonic acid (1S,2R)-2-benzyloxy-3-[1,3]dithian-2-yl-1-formyl-propyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / N-iodosuccinimide / acetonitrile / 12 h / 23 °C

2: 1) tributyltin hydride, AIBN, 2) satd.aq.KF / 1) benzene, reflux, 5 h, 2) 12 h

3: 74 percent / BF₃*OEt₂ / CH₂Cl₂ / 24 h / 23 °C

4: 72 percent / lead tetraacetate / benzene / 0.25 h

With lead(IV) acetate; potassium fluoride; N-iodo-succinimide; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; In dichloromethane; acetonitrile; benzene;
DOI:10.1021/jo00020a027