methyl 2,3-di-O-benzoyl-4-deoxy-4-<(1R,4R,5S,6R)-4,5,6-tribenzyloxycyclohex-2-en-1-yl>thio-β-D-xylopyranoside

Base Information

Chemical Name:methyl 2,3-di-O-benzoyl-4-deoxy-4-<(1R,4R,5S,6R)-4,5,6-tribenzyloxycyclohex-2-en-1-yl>thio-β-D-xylopyranoside
CAS No.:222973-63-9
Molecular Formula:C₄₇H₄₆O₉S
Molecular Weight:786.943
Hs Code.:

Synonyms:methyl 2,3-di-O-benzoyl-4-deoxy-4-<(1R,4R,5S,6R)-4,5,6-tribenzyloxycyclohex-2-en-1-yl>thio-β-D-xylopyranoside

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Chemical Property of methyl 2,3-di-O-benzoyl-4-deoxy-4-<(1R,4R,5S,6R)-4,5,6-tribenzyloxycyclohex-2-en-1-yl>thio-β-D-xylopyranoside

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Technology Process of methyl 2,3-di-O-benzoyl-4-deoxy-4-<(1R,4R,5S,6R)-4,5,6-tribenzyloxycyclohex-2-en-1-yl>thio-β-D-xylopyranoside

There total 7 articles about methyl 2,3-di-O-benzoyl-4-deoxy-4-<(1R,4R,5S,6R)-4,5,6-tribenzyloxycyclohex-2-en-1-yl>thio-β-D-xylopyranoside 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%

: 101242-41-5
methyl 2,3-di-O-benzoyl-4-O-trifluoromethylsulfonyl-α-L-arabinopyranoside

: 222973-53-7
(1R,4R,5S,6R)-4,5,6-tribenzyloxycyclohex-2-ene-1-thiol

: 222973-63-9
methyl 2,3-di-O-benzoyl-4-deoxy-4-<(1R,4R,5S,6R)-4,5,6-tribenzyloxycyclohex-2-en-1-yl>thio-β-D-xylopyranoside

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; for 6h;
DOI:10.1071/C97166

Reference yield:

: 38088-60-7,817620-70-5
methyl 3,4-O-isopropylidene-β-L-arabinopyranoside

: 222973-63-9
methyl 2,3-di-O-benzoyl-4-deoxy-4-<(1R,4R,5S,6R)-4,5,6-tribenzyloxycyclohex-2-en-1-yl>thio-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

2: aq. HOAc / 0.25 h / 100 °C

3: pyridine / CH₂Cl₂ / 0.42 h / -40 - -30 °C

4: 84 percent / pyridine / CH₂Cl₂ / 1 h / -78 - -50 °C

5: 72 percent / DBU / toluene / 6 h

With pyridine; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; toluene;
DOI:10.1071/C97166

Reference yield:

: 98-88-4
benzoyl chloride

: 222973-63-9
methyl 2,3-di-O-benzoyl-4-deoxy-4-<(1R,4R,5S,6R)-4,5,6-tribenzyloxycyclohex-2-en-1-yl>thio-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / pyridine / CH₂Cl₂ / 0.5 h / 0 °C

2: aq. HOAc / 0.25 h / 100 °C

3: pyridine / CH₂Cl₂ / 0.42 h / -40 - -30 °C

4: 84 percent / pyridine / CH₂Cl₂ / 1 h / -78 - -50 °C

5: 72 percent / DBU / toluene / 6 h

With pyridine; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; toluene;
DOI:10.1071/C97166