[[2S,(-)]-5-[2-(3-Furanyl)ethyl]-1,2,3,4,4a,7,8,8aα-octahydro-1,1,4aβ,6-tetramethylnaphthalen-2β-yl]6-deoxy-2-O-β-D-glucopyranosyl-α-L-mannopyranoside

Base Information

Chemical Name:[[2S,(-)]-5-[2-(3-Furanyl)ethyl]-1,2,3,4,4a,7,8,8aα-octahydro-1,1,4aβ,6-tetramethylnaphthalen-2β-yl]6-deoxy-2-O-β-D-glucopyranosyl-α-L-mannopyranoside
CAS No.:100414-77-5
Molecular Formula:C₃₂H₅₀O₁₁
Molecular Weight:610.742
Hs Code.:

[[2S,(-)]-5-[2-(3-Furanyl)ethyl]-1,2,3,4,4a,7,8,8aα-octahydro-1,1,4aβ,6-tetramethylnaphthalen-2β-yl]6-deoxy-2-O-β-D-glucopyranosyl-α-L-mannopyranoside

Synonyms:b-D-Glucopyranoside,5-[2-(3-furanyl)ethyl]-1,2,3,4,4a,7,8,8a-octahydro-1,1,4a,6-tetramethyl-2-naphthalenyl2-O-(6-deoxy-a-L-mannopyranosyl)-,[2S-(2a,4aa,8ab)]-; Phlomisoside I

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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 [[2S,(-)]-5-[2-(3-Furanyl)ethyl]-1,2,3,4,4a,7,8,8aα-octahydro-1,1,4aβ,6-tetramethylnaphthalen-2β-yl]6-deoxy-2-O-β-D-glucopyranosyl-α-L-mannopyranoside

Chemical Property:

PSA：171.44000
LogP:1.80190

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of [[2S,(-)]-5-[2-(3-Furanyl)ethyl]-1,2,3,4,4a,7,8,8aα-octahydro-1,1,4aβ,6-tetramethylnaphthalen-2β-yl]6-deoxy-2-O-β-D-glucopyranosyl-α-L-mannopyranoside

There total 5 articles about [[2S,(-)]-5-[2-(3-Furanyl)ethyl]-1,2,3,4,4a,7,8,8aα-octahydro-1,1,4aβ,6-tetramethylnaphthalen-2β-yl]6-deoxy-2-O-β-D-glucopyranosyl-α-L-mannopyranoside 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: 57.0%

: (2R,3S,4S,5R,6R)-6-[(2S,4aS,8aR)-5-(2-Furan-3-yl-ethyl)-1,1,4a,6-tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-2-yloxy]-2-hydroxymethyl-5-((2S,3R,4R,5S,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-3,4-diol

: 100414-77-5
phlomisoside I

Guidance literature:: With ammonia; lithium; In tetrahydrofuran; 1.) -78 deg C, 30 min, 2.) -33 deg C, 1 h;
DOI:10.1016/S0040-4020(01)92246-X

Reference yield:

: 108944-65-6
(+/-)-baiyunol

: 100414-77-5
phlomisoside I

Guidance literature:: Multi-step reaction with 4 steps

1: tetramethylurea (TMU) , CF₃SO₃Ag / CH₂Cl₂ / 3 h / Ambient temperature

2: 91 percent / 2,6-lutidine / CH₂Cl₂ / 10 h / Ambient temperature

3: 22 percent / CF₃SO₃SiMe₃ / toluene / 24 h / Ambient temperature

4: 57 percent / Li, NH₃(lq.) / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -33 deg C, 1 h

With 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate; ammonia; silver trifluoromethanesulfonate; lithium; tetramethylurea; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)92246-X

Reference yield:

: 115243-86-2,115269-43-7,115269-44-8,115269-45-9,120056-50-0,120056-51-1
Acetic acid (2R,3R,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-6-[(2S,4aS,8aR)-5-(2-furan-3-yl-ethyl)-1,1,4a,6-tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-2-yloxy]-5-hydroxy-tetrahydro-pyran-4-yl ester

: 100414-77-5
phlomisoside I

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / 2,6-lutidine / CH₂Cl₂ / 10 h / Ambient temperature

2: 22 percent / CF₃SO₃SiMe₃ / toluene / 24 h / Ambient temperature

3: 57 percent / Li, NH₃(lq.) / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -33 deg C, 1 h

With 2,6-dimethylpyridine; trimethylsilyl trifluoromethanesulfonate; ammonia; lithium; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)92246-X