(+)-methyl (Z)-6-O-(t-butyldiphenylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-L-threo-hex-2-enoate

Base Information

Chemical Name:(+)-methyl (Z)-6-O-(t-butyldiphenylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-L-threo-hex-2-enoate
CAS No.:163964-65-6
Molecular Formula:C₂₆H₃₄O₅Si
Molecular Weight:454.638
Hs Code.:

Synonyms:(+)-methyl (Z)-6-O-(t-butyldiphenylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-L-threo-hex-2-enoate

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Chemical Property of (+)-methyl (Z)-6-O-(t-butyldiphenylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-L-threo-hex-2-enoate

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Technology Process of (+)-methyl (Z)-6-O-(t-butyldiphenylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-L-threo-hex-2-enoate

There total 7 articles about (+)-methyl (Z)-6-O-(t-butyldiphenylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-L-threo-hex-2-enoate 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: 70.0%

: 101331-92-4
4-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-L-threose

: 21204-67-1,2605-67-6
methyl (triphenylphosphoranylidene)acetate

: 163964-65-6
(+)-methyl (Z)-6-O-(t-butyldiphenylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-L-threo-hex-2-enoate

Guidance literature:: In methanol; -70 deg C to RT, 2 h; RT, 5 h;

Reference yield:

: 55904-12-6
((4R,5S)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-methanol

: 163964-65-6
(+)-methyl (Z)-6-O-(t-butyldiphenylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-L-threo-hex-2-enoate

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / SAM II_. lipase / 48 h / Ambient temperature

2: 100 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

3: K₂CO₃, MeOH / 0.33 h / Ambient temperature

4: 94 percent / N-methylmorpholine-N-oxide 4A mol. sieves, tetrapropylammoniumperruthenate / CH₂Cl₂ / 48 h / Ambient temperature

5: 96 percent / K₂CO₃ / methanol / 1.5 h / Ambient temperature

6: 70 percent / methanol / -70 deg C to RT, 2 h; RT, 5 h

With 1H-imidazole; methanol; tetrapropylammonium perruthennate; 4 A molecular sieve; SAM II_. lipase; potassium carbonate; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 136136-22-6
((4R,5S)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl acetate

: 163964-65-6
(+)-methyl (Z)-6-O-(t-butyldiphenylsilyl)-2,3-dideoxy-4,5-O-isopropylidene-L-threo-hex-2-enoate

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

2: K₂CO₃, MeOH / 0.33 h / Ambient temperature

3: 94 percent / N-methylmorpholine-N-oxide 4A mol. sieves, tetrapropylammoniumperruthenate / CH₂Cl₂ / 48 h / Ambient temperature

4: 96 percent / K₂CO₃ / methanol / 1.5 h / Ambient temperature

5: 70 percent / methanol / -70 deg C to RT, 2 h; RT, 5 h

With 1H-imidazole; methanol; tetrapropylammonium perruthennate; 4 A molecular sieve; potassium carbonate; In methanol; dichloromethane; N,N-dimethyl-formamide;