(S)-3-[(2S,3S,5S)-5-Benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-thiobutyric acid S-phenyl ester

Base Information

Chemical Name:(S)-3-[(2S,3S,5S)-5-Benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-thiobutyric acid S-phenyl ester
CAS No.:150369-03-2
Molecular Formula:C₃₀H₃₄O₅S
Molecular Weight:506.663
Hs Code.:

Synonyms:(S)-3-[(2S,3S,5S)-5-Benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-thiobutyric acid S-phenyl ester

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Chemical Property of (S)-3-[(2S,3S,5S)-5-Benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-thiobutyric acid S-phenyl ester

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Technology Process of (S)-3-[(2S,3S,5S)-5-Benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-thiobutyric acid S-phenyl ester

There total 13 articles about (S)-3-[(2S,3S,5S)-5-Benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-thiobutyric acid S-phenyl 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:

: 100-39-0
benzyl bromide

: 150369-03-2
(S)-3-[(2S,3S,5S)-5-Benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-thiobutyric acid S-phenyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaH

2: DIBAlH

3: 93 percent / Swern oxidation

4: 1.) NaH / 1.) THF

5: 73 percent / TMSCl / tetrahydrofuran / -75 - -40 °C

6: 1.) NaOH, 30percent H₂O₂, 2.) HCl

7: 1.) PhOP(O)Cl₂

With hydrogenchloride; sodium hydroxide; chloro-trimethyl-silane; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; O-phenyl phosphorodichloridate; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)73673-2

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 150369-03-2
(S)-3-[(2S,3S,5S)-5-Benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-thiobutyric acid S-phenyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: 3 Angstroem sieves / methanol / 40 h / 20 °C

2: imidazole

4: Bu₃SnH

5: Bu₄NF / tetrahydrofuran

6: 1.) NaH

7: DIBAlH

8: 93 percent / Swern oxidation

9: 1.) NaH / 1.) THF

10: 73 percent / TMSCl / tetrahydrofuran / -75 - -40 °C

11: 1.) NaOH, 30percent H₂O₂, 2.) HCl

12: 1.) PhOP(O)Cl₂

With 1H-imidazole; hydrogenchloride; sodium hydroxide; chloro-trimethyl-silane; 3 A molecular sieve; tetrabutyl ammonium fluoride; dihydrogen peroxide; tri-n-butyl-tin hydride; sodium hydride; diisobutylaluminium hydride; O-phenyl phosphorodichloridate; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4039(00)73673-2

Reference yield:

: [(4aS,6S,7aS)-2-(4-Methoxy-phenyl)-tetrahydro-furo[3,2-d][1,3]dioxin-6-yl]-methanol

: 150369-03-2
(S)-3-[(2S,3S,5S)-5-Benzyloxymethyl-3-(4-methoxy-benzyloxy)-tetrahydro-furan-2-yl]-thiobutyric acid S-phenyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) NaH

2: DIBAlH

3: 93 percent / Swern oxidation

4: 1.) NaH / 1.) THF

5: 73 percent / TMSCl / tetrahydrofuran / -75 - -40 °C

6: 1.) NaOH, 30percent H₂O₂, 2.) HCl

7: 1.) PhOP(O)Cl₂

With hydrogenchloride; sodium hydroxide; chloro-trimethyl-silane; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; O-phenyl phosphorodichloridate; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)73673-2