(R_S)-benzyl 2-O-isopropyl-3-deoxy-3-(p-tolylsulfinyl)-α-D-manno-pyranoside

Base Information

Chemical Name:(R_S)-benzyl 2-O-isopropyl-3-deoxy-3-(p-tolylsulfinyl)-α-D-manno-pyranoside
CAS No.:1400878-97-8
Molecular Formula:C₂₃H₃₀O₆S
Molecular Weight:434.554
Hs Code.:

(R<sub>S</sub>)-benzyl 2-O-isopropyl-3-deoxy-3-(p-tolylsulfinyl)-α-D-manno-pyranoside

Synonyms:(R_S)-benzyl 2-O-isopropyl-3-deoxy-3-(p-tolylsulfinyl)-α-D-manno-pyranoside

Suppliers and Price of (R_S)-benzyl 2-O-isopropyl-3-deoxy-3-(p-tolylsulfinyl)-α-D-manno-pyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (R_S)-benzyl 2-O-isopropyl-3-deoxy-3-(p-tolylsulfinyl)-α-D-manno-pyranoside

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Technology Process of (R_S)-benzyl 2-O-isopropyl-3-deoxy-3-(p-tolylsulfinyl)-α-D-manno-pyranoside

There total 4 articles about (R_S)-benzyl 2-O-isopropyl-3-deoxy-3-(p-tolylsulfinyl)-α-D-manno-pyranoside 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: 66.0%

: (R_S/S_S)-benzyl 4,6-di-O-acetyl-2,3-dideoxy-3-(p-tolylsulfinyl)-α-D-erythro-hex-2-enopyranoside

: 683-60-3
sodium isopropylate

: 1400878-97-8
(R_S)-benzyl 2-O-isopropyl-3-deoxy-3-(p-tolylsulfinyl)-α-D-manno-pyranoside

: 1400878-98-9
(R_S)-benzyl-2,3-dideoxy-3-(p-tolylsulfinyl)-α-D-erythro-hex-2-enopyranoside

: 1400878-99-0
(S_S)-benzyl-2,3-dideoxy-3-(p-tolylsulfinyl)-α-D-erythro-hex-2-enopyranoside

Guidance literature:: In isopropyl alcohol; for 18h; Reflux;
DOI:10.1016/j.tet.2012.08.011

Reference yield:

: 1400878-87-6
benzyl 4,6-di-O-acetyl-2,3-dideoxy-3-(p-tolylthio)-α-D-erythro-hex-2-enopyranoside

: 1400878-97-8
(R_S)-benzyl 2-O-isopropyl-3-deoxy-3-(p-tolylsulfinyl)-α-D-manno-pyranoside

: 1400878-98-9
(R_S)-benzyl-2,3-dideoxy-3-(p-tolylsulfinyl)-α-D-erythro-hex-2-enopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.17 h / -78 °C

2: isopropyl alcohol / 18 h / Reflux

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; isopropyl alcohol;
DOI:10.1016/j.tet.2012.08.011

Reference yield:

: 1400878-84-3
3-deoxy-3-p-tolylthio-α-D-arabino-hexopyranoside

: 1400878-97-8
(R_S)-benzyl 2-O-isopropyl-3-deoxy-3-(p-tolylsulfinyl)-α-D-manno-pyranoside

: 1400878-98-9
(R_S)-benzyl-2,3-dideoxy-3-(p-tolylsulfinyl)-α-D-erythro-hex-2-enopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.67 h / -78 °C / Inert atmosphere

2: trifluoroacetic anhydride; pyridine / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.17 h / -78 °C

4: isopropyl alcohol / 18 h / Reflux

With pyridine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; In dichloromethane; isopropyl alcohol; 2: |Pummerer Sulfoxide Rearrangement;
DOI:10.1016/j.tet.2012.08.011