ethyl 4-O-(3-O-allyl-β-D-galactopyranosyl)-2,3-di-O-benzyl-1-thio-α-L-rhamnopyranoside

Base Information

Chemical Name:ethyl 4-O-(3-O-allyl-β-D-galactopyranosyl)-2,3-di-O-benzyl-1-thio-α-L-rhamnopyranoside
CAS No.:134662-14-9
Molecular Formula:C₃₁H₄₂O₉S
Molecular Weight:590.735
Hs Code.:

Synonyms:ethyl 4-O-(3-O-allyl-β-D-galactopyranosyl)-2,3-di-O-benzyl-1-thio-α-L-rhamnopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethyl 4-O-(3-O-allyl-β-D-galactopyranosyl)-2,3-di-O-benzyl-1-thio-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of ethyl 4-O-(3-O-allyl-β-D-galactopyranosyl)-2,3-di-O-benzyl-1-thio-α-L-rhamnopyranoside

There total 6 articles about ethyl 4-O-(3-O-allyl-β-D-galactopyranosyl)-2,3-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:

: Acetic acid (2S,3R,4S,5S,6R)-5-acetoxy-6-acetoxymethyl-4-allyloxy-2-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-ethylsulfanyl-2-methyl-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-3-yl ester

: 134662-14-9
ethyl 4-O-(3-O-allyl-β-D-galactopyranosyl)-2,3-di-O-benzyl-1-thio-α-L-rhamnopyranoside

Guidance literature:: With sodium methylate; In methanol; for 16h;
DOI:10.1016/0008-6215(91)80096-6

Reference yield:

: 93274-52-3
methyl 3-O-allyl-β-D-galactopyranoside

: 134662-14-9
ethyl 4-O-(3-O-allyl-β-D-galactopyranosyl)-2,3-di-O-benzyl-1-thio-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / pyridine / 16 h / Ambient temperature

2: conc. sulfuric aicd / 1.5 h / 0 °C

3: 28 percent / hydrazine acetate / dimethylformamide / 2 h / Ambient temperature

4: 78 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 1 h / 0 °C

5: trimethylsilyl triflate / CH₂Cl₂ / 0.08 h / -30 °C

6: sodium methoxide / methanol / 16 h

With trimethylsilyl trifluoromethanesulfonate; sulfuric acid; sodium methylate; hydrazinium monoacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In pyridine; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(91)80096-6

Reference yield:

: 134662-12-7,134662-31-0
2,4,6-tri-O-acetyl-3-O-allyl-α,β-D-galactopyranose

: 134662-14-9
ethyl 4-O-(3-O-allyl-β-D-galactopyranosyl)-2,3-di-O-benzyl-1-thio-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH₂Cl₂ / 1 h / 0 °C

2: trimethylsilyl triflate / CH₂Cl₂ / 0.08 h / -30 °C

3: sodium methoxide / methanol / 16 h

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane;
DOI:10.1016/0008-6215(91)80096-6