1-O-(2',3',4'-tri-O-benzyl-6'-thioacetyl-α-D-quinovosyl)propane-1,3-diol

Base Information

Chemical Name:1-O-(2',3',4'-tri-O-benzyl-6'-thioacetyl-α-D-quinovosyl)propane-1,3-diol
CAS No.:1105543-59-6
Molecular Formula:C₃₂H₃₈O₇S
Molecular Weight:566.716
Hs Code.:

Synonyms:1-O-(2',3',4'-tri-O-benzyl-6'-thioacetyl-α-D-quinovosyl)propane-1,3-diol

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Chemical Property of 1-O-(2',3',4'-tri-O-benzyl-6'-thioacetyl-α-D-quinovosyl)propane-1,3-diol

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Technology Process of 1-O-(2',3',4'-tri-O-benzyl-6'-thioacetyl-α-D-quinovosyl)propane-1,3-diol

There total 10 articles about 1-O-(2',3',4'-tri-O-benzyl-6'-thioacetyl-α-D-quinovosyl)propane-1,3-diol 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: 90.8%

: 1105543-55-2
1-O-(2',3',4'-tri-O-benzyl-6'-O-tosyl-α-D-glucopyranosyl)propan-1,3-diol

: 10387-40-3
potassium thioacetate

: 1105543-59-6
1-O-(2',3',4'-tri-O-benzyl-6'-thioacetyl-α-D-quinovosyl)propane-1,3-diol

Guidance literature:: In N,N-dimethyl-formamide; at 90 ℃; for 3h;

Reference yield:

: 2280-44-6
D-Glucose

: 1105543-59-6
1-O-(2',3',4'-tri-O-benzyl-6'-thioacetyl-α-D-quinovosyl)propane-1,3-diol

Guidance literature:: Multi-step reaction with 6 steps

1.1: trifluorormethanesulfonic acid / 48 h / 0 - 80 °C

1.2: 4 h / 40 °C

2.1: sodium hydroxide / N,N-dimethyl-formamide / 24 h / 20 °C

3.1: lithium aluminium tetrahydride; aluminum (III) chloride / dichloromethane; diethyl ether / 4 h / Reflux

4.1: dmap; pyridine / 16 h / 20 °C

5.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 11 h / 0 - 20 °C / Inert atmosphere

5.2: 13 h / 0 - 20 °C

6.1: N,N-dimethyl-formamide / 3 h / 90 °C

With pyridine; dmap; aluminum (III) chloride; lithium aluminium tetrahydride; trifluorormethanesulfonic acid; 9-bora-bicyclo[3.3.1]nonane; sodium hydroxide; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 265312-91-2
1-O-allyl-2,3,4-tri-O-benzyl-6-O-(4-tolylsulfonyl)-α-D-glucopyranoside

: 1105543-59-6
1-O-(2',3',4'-tri-O-benzyl-6'-thioacetyl-α-D-quinovosyl)propane-1,3-diol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 11 h / 0 - 20 °C / Inert atmosphere

1.2: 13 h / 0 - 20 °C

2.1: N,N-dimethyl-formamide / 3 h / 90 °C

With 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; N,N-dimethyl-formamide;