ethyl O-(4-O-allyl-2,3-di-O-benzyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-1-thio-β-D-xylopyranoside

Base Information

Chemical Name:ethyl O-(4-O-allyl-2,3-di-O-benzyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-1-thio-β-D-xylopyranoside
CAS No.:140222-26-0
Molecular Formula:C₄₃H₄₆O₁₀S
Molecular Weight:754.898
Hs Code.:

Synonyms:ethyl O-(4-O-allyl-2,3-di-O-benzyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-1-thio-β-D-xylopyranoside

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Chemical Property of ethyl O-(4-O-allyl-2,3-di-O-benzyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-1-thio-β-D-xylopyranoside

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Technology Process of ethyl O-(4-O-allyl-2,3-di-O-benzyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-1-thio-β-D-xylopyranoside

There total 14 articles about ethyl O-(4-O-allyl-2,3-di-O-benzyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-1-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: 92.0%

: 98-88-4
benzoyl chloride

: 140222-25-9
ethyl O-(4-O-allyl-2,3-di-O-benzyl-β-D-xylopyranosyl)-(1->4)-1-thio-β-D-xylopyranoside

: 140222-26-0
ethyl O-(4-O-allyl-2,3-di-O-benzyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-1-thio-β-D-xylopyranoside

Guidance literature:: With pyridine; Ambient temperature;
DOI:10.1016/0008-6215(92)84118-C

Reference yield:

: 2595-46-2
ethyl 1-thio-β-D-xylopyranoside

: 140222-26-0
ethyl O-(4-O-allyl-2,3-di-O-benzyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-1-thio-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 70 percent / methanolic HCl / dimethylformamide / 1 h / Ambient temperature

2: 80 percent / 1,1,3,3-tetramethylurea, silver triflate / CH₂Cl₂; toluene / 2 h / Ambient temperature

3: sodium methoxide / methanol / 1 h / Ambient temperature

4: sodium hydride / dimethylformamide / Ambient temperature

5: 91 percent / HCl / acetone / 1 h / Ambient temperature

6: 92 percent / pyridine / Ambient temperature

With pyridine; hydrogenchloride; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; tetramethylurea; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/0008-6215(92)84118-C

Reference yield:

: 118203-99-9
methyl 2,3-O-isopropylidene-β-D-xylopyranoside

: 140222-26-0
ethyl O-(4-O-allyl-2,3-di-O-benzyl-β-D-xylopyranosyl)-(1->4)-2,3-di-O-benzoyl-1-thio-β-D-xylopyranoside

Guidance literature:: Multi-step reaction with 11 steps

1: 1) sodium hydride / 1) DMF, 30 min, 0 deg C, 2) 2h, room temperature

2: HCl / acetone / 0.17 h / Heating

3: 1) HCl, 2) sodium acetate / 1) 3h, 90 deg C, 2) 30 min, reflux

4: 94 percent / sodium methoxide / methanol / 1 h / Ambient temperature

5: 93 percent / pyridine / Ambient temperature

6: 94 percent / HBr / acetic acid; CH₂Cl₂ / 0.33 h / 0 °C

7: 80 percent / 1,1,3,3-tetramethylurea, silver triflate / CH₂Cl₂; toluene / 2 h / Ambient temperature

8: sodium methoxide / methanol / 1 h / Ambient temperature

9: sodium hydride / dimethylformamide / Ambient temperature

10: 91 percent / HCl / acetone / 1 h / Ambient temperature

11: 92 percent / pyridine / Ambient temperature

With pyridine; hydrogenchloride; hydrogen bromide; sodium methylate; sodium acetate; silver trifluoromethanesulfonate; sodium hydride; tetramethylurea; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/0008-6215(92)84118-C