methyl 2-deoxy-2-[(1R/S)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-1-(phenylthio)-L-ribitol-1C-yl]-α-D-allopyranoside

Base Information

Chemical Name:methyl 2-deoxy-2-[(1R/S)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-1-(phenylthio)-L-ribitol-1C-yl]-α-D-allopyranoside
CAS No.:914784-27-3
Molecular Formula:C₂₈H₃₇NO₇S
Molecular Weight:531.67
Hs Code.:

Synonyms:methyl 2-deoxy-2-[(1R/S)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-1-(phenylthio)-L-ribitol-1C-yl]-α-D-allopyranoside

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Chemical Property of methyl 2-deoxy-2-[(1R/S)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-1-(phenylthio)-L-ribitol-1C-yl]-α-D-allopyranoside

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Technology Process of methyl 2-deoxy-2-[(1R/S)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-1-(phenylthio)-L-ribitol-1C-yl]-α-D-allopyranoside

There total 7 articles about methyl 2-deoxy-2-[(1R/S)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-1-(phenylthio)-L-ribitol-1C-yl]-α-D-allopyranoside 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: 80.0%

: 914784-26-2
methyl 4,6-O-benzylidene-2-deoxy-2-[(1R/S)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-1-(phenylthio)-L-ribitol-1C-yl]-α-D-allopyranoside

: 914784-27-3
methyl 2-deoxy-2-[(1R/S)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-1-(phenylthio)-L-ribitol-1C-yl]-α-D-allopyranoside

Guidance literature:: With sulfuric acid; hydrogen; platinum(IV) oxide; In methanol; at 20 ℃; under 760 Torr;
DOI:10.1002/ejoc.200600199

Reference yield:

: 914784-16-0
N-benzyl-2,5-dideoxy-2,5-imino-3,4-O-isopropylidene-L-ribose

: 914784-27-3
methyl 2-deoxy-2-[(1R/S)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-1-(phenylthio)-L-ribitol-1C-yl]-α-D-allopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: KHMDS / toluene; tetrahydrofuran / 0.5 h / -40 °C

1.2: 81 percent / HMPA / tetrahydrofuran; toluene / -85 °C

2.1: 49 percent / Et₂NSF₃ / CH₂Cl₂ / 4 h / -78 - 25 °C

3.1: 91 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

4.1: 95 percent / NaBH₄ / ethanol / 1 h / 0 °C

5.1: 80 percent / H₂SO₄; H₂ / PtO₂*H₂O / methanol / 20 °C / 760 Torr

With sodium tetrahydroborate; diethylamino-sulfur trifluoride; sulfuric acid; hydrogen; potassium hexamethylsilazane; triethylamine; platinum(IV) oxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; toluene;
DOI:10.1002/ejoc.200600199

Reference yield:

: 914784-21-7
methyl 4,6-O-benzylidene-2-deoxy-2-[(1Z)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-L-ribitol-1C-ylidene]-α-D-erythro-hexopyranosid-3-ulose

: 914784-27-3
methyl 2-deoxy-2-[(1R/S)-2,5-(benzylimino)-1,2,5-trideoxy-3,4-O-isopropylidene-1-(phenylthio)-L-ribitol-1C-yl]-α-D-allopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

2: 95 percent / NaBH₄ / ethanol / 1 h / 0 °C

3: 80 percent / H₂SO₄; H₂ / PtO₂*H₂O / methanol / 20 °C / 760 Torr

With sodium tetrahydroborate; sulfuric acid; hydrogen; triethylamine; platinum(IV) oxide; In methanol; ethanol; dichloromethane;
DOI:10.1002/ejoc.200600199