(Z)-4-O-Benzyl-2,3-O-isopropyliden-5,6,7-tridesoxy-L-xylo-hept-5-enose-trimethylendithioacetal

Base Information

Chemical Name:(Z)-4-O-Benzyl-2,3-O-isopropyliden-5,6,7-tridesoxy-L-xylo-hept-5-enose-trimethylendithioacetal
CAS No.:99050-19-8
Molecular Formula:C₂₀H₂₈O₃S₂
Molecular Weight:380.573
Hs Code.:

Synonyms:(Z)-4-O-Benzyl-2,3-O-isopropyliden-5,6,7-tridesoxy-L-xylo-hept-5-enose-trimethylendithioacetal

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Chemical Property of (Z)-4-O-Benzyl-2,3-O-isopropyliden-5,6,7-tridesoxy-L-xylo-hept-5-enose-trimethylendithioacetal

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Technology Process of (Z)-4-O-Benzyl-2,3-O-isopropyliden-5,6,7-tridesoxy-L-xylo-hept-5-enose-trimethylendithioacetal

There total 5 articles about (Z)-4-O-Benzyl-2,3-O-isopropyliden-5,6,7-tridesoxy-L-xylo-hept-5-enose-trimethylendithioacetal 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: 97.0%

: 99050-18-7
(Z)-4-O-Benzyl-5,6,7-tridesoxy-L-xylo-hept-5-enose-trimethylendithioacetal

: 77-76-9
2,2-dimethoxy-propane

: 99050-19-8
(Z)-4-O-Benzyl-2,3-O-isopropyliden-5,6,7-tridesoxy-L-xylo-hept-5-enose-trimethylendithioacetal

Guidance literature:: With toluene-4-sulfonic acid; In acetone; for 1h; Ambient temperature;

Reference yield:

: 18439-45-7,70632-45-0,87938-30-5,18439-44-6
3-O-Benzyl-6-desoxy-1,2-O-isopropyliden-α-D-gluco-hexofuranose

: 99050-19-8
(Z)-4-O-Benzyl-2,3-O-isopropyliden-5,6,7-tridesoxy-L-xylo-hept-5-enose-trimethylendithioacetal

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / PPh₃/imidazole/iodine / toluene / 3 h / Heating

2: 1.) n-butyllithium / 1.) THF/hexane, -20 to -30 deg C, 1.5 h, 2.) -78 to -15 deg C, 12 h; -15 deg C, 2 d

3: 97 percent / p-toluenesulfonic acid / acetone / 1 h / Ambient temperature

With 1H-imidazole; n-butyllithium; iodine; toluene-4-sulfonic acid; triphenylphosphine; In acetone; toluene;

Reference yield:

: 23313-03-3
(R)-2-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-hydroxyethyl 4-methylbenzenesulfonate

: 99050-19-8
(Z)-4-O-Benzyl-2,3-O-isopropyliden-5,6,7-tridesoxy-L-xylo-hept-5-enose-trimethylendithioacetal

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / LiAlH₄ / diethyl ether / 1.) reflux, 3 h; 2.) room temp., 15 h

2: 74 percent / PPh₃/imidazole/iodine / toluene / 3 h / Heating

3: 1.) n-butyllithium / 1.) THF/hexane, -20 to -30 deg C, 1.5 h, 2.) -78 to -15 deg C, 12 h; -15 deg C, 2 d

4: 97 percent / p-toluenesulfonic acid / acetone / 1 h / Ambient temperature

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; iodine; toluene-4-sulfonic acid; triphenylphosphine; In diethyl ether; acetone; toluene;