Methanesulfonic acid (R)-1-[(2R,7R)-7-((S)-1-benzyloxy-propyl)-2,3,6,7-tetrahydro-oxepin-2-yl]-2-hydroxy-ethyl ester

Base Information

Chemical Name:Methanesulfonic acid (R)-1-[(2R,7R)-7-((S)-1-benzyloxy-propyl)-2,3,6,7-tetrahydro-oxepin-2-yl]-2-hydroxy-ethyl ester
CAS No.:333788-72-0
Molecular Formula:C₁₉H₂₈O₆S
Molecular Weight:384.494
Hs Code.:

Synonyms:Methanesulfonic acid (R)-1-[(2R,7R)-7-((S)-1-benzyloxy-propyl)-2,3,6,7-tetrahydro-oxepin-2-yl]-2-hydroxy-ethyl ester

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Chemical Property of Methanesulfonic acid (R)-1-[(2R,7R)-7-((S)-1-benzyloxy-propyl)-2,3,6,7-tetrahydro-oxepin-2-yl]-2-hydroxy-ethyl ester

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Technology Process of Methanesulfonic acid (R)-1-[(2R,7R)-7-((S)-1-benzyloxy-propyl)-2,3,6,7-tetrahydro-oxepin-2-yl]-2-hydroxy-ethyl ester

There total 18 articles about Methanesulfonic acid (R)-1-[(2R,7R)-7-((S)-1-benzyloxy-propyl)-2,3,6,7-tetrahydro-oxepin-2-yl]-2-hydroxy-ethyl 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: 93.0%

: 333788-84-4
Methanesulfonic acid (R)-1-[(2R,7R)-7-((S)-1-benzyloxy-propyl)-2,3,6,7-tetrahydro-oxepin-2-yl]-2-(4-methoxy-benzyloxy)-ethyl ester

: 333788-72-0
Methanesulfonic acid (R)-1-[(2R,7R)-7-((S)-1-benzyloxy-propyl)-2,3,6,7-tetrahydro-oxepin-2-yl]-2-hydroxy-ethyl ester

Guidance literature:: With thiophenol; zinc(II) chloride; In dichloromethane; at 0 ℃;
DOI:10.1016/S0040-4039(00)02281-4

Reference yield:

: 84379-53-3
2-O-benzyl-3,4-O-isopropylidene-L-threitol

: 333788-72-0
Methanesulfonic acid (R)-1-[(2R,7R)-7-((S)-1-benzyloxy-propyl)-2,3,6,7-tetrahydro-oxepin-2-yl]-2-hydroxy-ethyl ester

Guidance literature:: Multi-step reaction with 15 steps

1: 100 percent / TEA; DMAP / CH₂Cl₂

2: 93 percent / diethyl ether / -65 - 0 °C

3: 97 percent / PPTS / ethanol / 80 °C

4: 100 percent / TEA; DMAP / CH₂Cl₂ / 60 °C

5: 98 percent / TEA; DMAP / CH₂Cl₂

6: 96 percent / TBAF / tetrahydrofuran

7: 93 percent / EDA / dimethylsulfoxide / 0 °C

8: 98 percent / AgNO₃; pyridine / acetonitrile

9: 78 percent / n-BuLi; BF₃*OEt₂ / tetrahydrofuran / -78 °C

10: 99 percent / H₂; quinoline / Lindlar cat. / methanol

11: 98 percent / TEA; DMAP / CH₂Cl₂

12: 91 percent / TBAF / tetrahydrofuran / 50 °C

13: 75 percent / (Bu₃Sn)2O; Zn(OTf)2O / toluene / Heating

14: 100 percent / TEA; DMAP / CH₂Cl₂

15: 93 percent / PhSH; ZnCl₂ / CH₂Cl₂ / 0 °C

With pyridine; quinoline; diazoacetic acid ethyl ester; dmap; n-butyllithium; TEA; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; zinc trifluoromethanesulfonate; silver nitrate; thiophenol; bis(tri-n-butyltin)oxide; zinc(II) chloride; Lindlar catalyst; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile; 9: Yamaguchi coupling reaction;
DOI:10.1016/S0040-4039(00)02281-4

Reference yield:

: 131446-96-3
(S)-2-(benzyloxy)-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl 4-methylbenzenesulfonate

: 333788-72-0
Methanesulfonic acid (R)-1-[(2R,7R)-7-((S)-1-benzyloxy-propyl)-2,3,6,7-tetrahydro-oxepin-2-yl]-2-hydroxy-ethyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: 93 percent / diethyl ether / -65 - 0 °C

2: 97 percent / PPTS / ethanol / 80 °C

3: 100 percent / TEA; DMAP / CH₂Cl₂ / 60 °C

4: 98 percent / TEA; DMAP / CH₂Cl₂

5: 96 percent / TBAF / tetrahydrofuran

6: 93 percent / EDA / dimethylsulfoxide / 0 °C

7: 98 percent / AgNO₃; pyridine / acetonitrile

8: 78 percent / n-BuLi; BF₃*OEt₂ / tetrahydrofuran / -78 °C

9: 99 percent / H₂; quinoline / Lindlar cat. / methanol

10: 98 percent / TEA; DMAP / CH₂Cl₂

11: 91 percent / TBAF / tetrahydrofuran / 50 °C

12: 75 percent / (Bu₃Sn)2O; Zn(OTf)2O / toluene / Heating

13: 100 percent / TEA; DMAP / CH₂Cl₂

14: 93 percent / PhSH; ZnCl₂ / CH₂Cl₂ / 0 °C

With pyridine; quinoline; diazoacetic acid ethyl ester; dmap; n-butyllithium; TEA; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; zinc trifluoromethanesulfonate; silver nitrate; thiophenol; bis(tri-n-butyltin)oxide; zinc(II) chloride; Lindlar catalyst; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; toluene; acetonitrile; 8: Yamaguchi coupling reaction;
DOI:10.1016/S0040-4039(00)02281-4