phenyl 6-deoxy-2,3-O-isopropylidene-1-thio-α-L-lyxo-hexopyranosid-4-ulose

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Chemical Name:phenyl 6-deoxy-2,3-O-isopropylidene-1-thio-α-L-lyxo-hexopyranosid-4-ulose
CAS No.:131087-36-0
Molecular Formula:C₁₅H₁₈O₄S
Molecular Weight:294.372
Hs Code.:

Synonyms:phenyl 6-deoxy-2,3-O-isopropylidene-1-thio-α-L-lyxo-hexopyranosid-4-ulose

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Chemical Property of phenyl 6-deoxy-2,3-O-isopropylidene-1-thio-α-L-lyxo-hexopyranosid-4-ulose

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Technology Process of phenyl 6-deoxy-2,3-O-isopropylidene-1-thio-α-L-lyxo-hexopyranosid-4-ulose

There total 5 articles about phenyl 6-deoxy-2,3-O-isopropylidene-1-thio-α-L-lyxo-hexopyranosid-4-ulose 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%

: 131087-35-9
phenyl 2,3-O-isopropylidene-1-thio-α-L-rhamnopyranoside

: 131087-36-0
phenyl 6-deoxy-2,3-O-isopropylidene-1-thio-α-L-lyxo-hexopyranosid-4-ulose

Guidance literature:: With pyridinium chlorochromate; In dichloromethane; for 2h; Ambient temperature;
DOI:10.1016/0008-6215(90)80164-X

Reference yield:

: 6014-42-2
L-rhamnose

: 131087-36-0
phenyl 6-deoxy-2,3-O-isopropylidene-1-thio-α-L-lyxo-hexopyranosid-4-ulose

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / 1 h / 100 °C

2.1: boron trifluoride diethyl etherate / dichloromethane / 12 h / 0 - 20 °C

3.1: methanol; sodium methylate / 3 h

4.1: camphor-10-sulfonic acid / acetone / 2 h / Inert atmosphere

5.1: dimethyl sulfoxide; trifluoroacetic anhydride / dichloromethane / 3 h / -78 °C / Inert atmosphere

5.2: 2 h / -78 - -20 °C / Inert atmosphere

With pyridine; methanol; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; sodium methylate; dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane; acetone; 5.1: |Swern Oxidation / 5.2: |Swern Oxidation;
DOI:10.1002/ejoc.201403074

Reference yield:

: 1214-98-8,105026-40-2,127061-11-4,131724-82-8
phenyl 1-thio-α-L-rhamnopyranose

: 131087-36-0
phenyl 6-deoxy-2,3-O-isopropylidene-1-thio-α-L-lyxo-hexopyranosid-4-ulose

Guidance literature:: Multi-step reaction with 2 steps

1.1: camphor-10-sulfonic acid / acetone / 2 h / Inert atmosphere

2.1: dimethyl sulfoxide; trifluoroacetic anhydride / dichloromethane / 3 h / -78 °C / Inert atmosphere

2.2: 2 h / -78 - -20 °C / Inert atmosphere

With camphor-10-sulfonic acid; dimethyl sulfoxide; trifluoroacetic anhydride; In dichloromethane; acetone; 2.1: |Swern Oxidation / 2.2: |Swern Oxidation;
DOI:10.1002/ejoc.201403074