ethyl (6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

Base Information

Chemical Name:ethyl (6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside
CAS No.:383190-12-3
Molecular Formula:C₅₁H₅₈O₁₀S
Molecular Weight:863.082
Hs Code.:

Synonyms:ethyl (6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

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Chemical Property of ethyl (6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

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Technology Process of ethyl (6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

There total 5 articles about ethyl (6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside 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: 59.4%

: 4356-78-9
6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl chloride

: 156626-44-7
ethyl 2,4-di-O-benzoyl-1-thio-α-L-rhamnopyranoside

: 383190-12-3
ethyl (6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

Guidance literature:: With molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; toluene; at -40 ℃; for 0.5h;
DOI:10.1016/S0008-6215(01)00196-3

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 383190-12-3
ethyl (6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 66.1 percent / p-toluenesulfonic acid / dimethylformamide / 20 °C

2: 89.1 percent / NaH / dimethylformamide / 0 - 20 °C

3: 53.2 percent / LiAlH₄; AlCl₃ / CH₂Cl₂; diethyl ether / 0.25 h / Heating

4: 59.4 percent / AgOTf; molecular sieves / CH₂Cl₂; toluene / 0.5 h / -40 °C

With lithium aluminium tetrahydride; aluminium trichloride; molecular sieve; silver trifluoromethanesulfonate; sodium hydride; toluene-4-sulfonic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0008-6215(01)00196-3

Reference yield:

: 100-39-0
benzyl bromide

: 383190-12-3
ethyl (6-O-acetyl-2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1->3)-2,4-di-O-benzyl-1-thio-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 89.1 percent / NaH / dimethylformamide / 0 - 20 °C

2: 53.2 percent / LiAlH₄; AlCl₃ / CH₂Cl₂; diethyl ether / 0.25 h / Heating

3: 59.4 percent / AgOTf; molecular sieves / CH₂Cl₂; toluene / 0.5 h / -40 °C

With lithium aluminium tetrahydride; aluminium trichloride; molecular sieve; silver trifluoromethanesulfonate; sodium hydride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0008-6215(01)00196-3