mirtenyl 2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-β-D-glucopyranoside

Base Information

Chemical Name:mirtenyl 2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-β-D-glucopyranoside
CAS No.:354797-80-1
Molecular Formula:C₄₂H₅₀O₆S
Molecular Weight:682.921
Hs Code.:

Synonyms:mirtenyl 2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-β-D-glucopyranoside

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Chemical Property of mirtenyl 2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-β-D-glucopyranoside

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Technology Process of mirtenyl 2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-β-D-glucopyranoside

There total 4 articles about mirtenyl 2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-β-D-glucopyranoside 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: 61.0%

: [(1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-3-yl]methanol

: 196078-43-0
Acetic acid 1-((4aR,6R,7R,8S,8aR)-7,8-bis-benzyloxy-6-benzyloxymethyl-3-methyl-6,7,8,8a-tetrahydro-4aH-4,5-dioxa-1-thia-naphthalen-2-yl)-ethyl ester

: 354797-80-1
mirtenyl 2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-β-D-glucopyranoside

Guidance literature:: With methyl trifluoromethanesulfonate; In nitromethane; for 0.0833333h; Ambient temperature;
DOI:10.1039/a705338j

Reference yield: 39.0%

: [(1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-3-yl]methanol

: 354797-82-3
[1-((4aR,6R,7R,8S,8aR)-7,8-Bis-benzyloxy-6-benzyloxymethyl-3-methyl-6,7,8,8a-tetrahydro-4aH-4,5-dioxa-1-thia-naphthalen-2-yl)-ethoxy]-tert-butyl-dimethyl-silane

: 354797-80-1
mirtenyl 2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 0.0833333h;
DOI:10.1002/1099-0690(200106)2001:11<2083::AID-EJOC2083>3.0.CO;2-T

Reference yield:

: 152420-91-2
1-O,2-S-(2-acetyl-1-methyl-1,2-ethenediyl)-3,4,6-tri-O-benzyl-2-thio-α-D-glucopyranose

: 354797-80-1
mirtenyl 2-S-(1'-acetyl-2'-methylethenyl)-3,4,6-tri-O-benzyl-2-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / LiAlH / tetrahydrofuran / 0.5 h / 0 °C

2: 97 percent / DMAP; pyridine / CH₂Cl₂ / 15 h

3: 61 percent / MeOTf / nitromethane / 0.08 h / 20 °C

With pyridine; dmap; methyl trifluoromethanesulfonate; In tetrahydrofuran; nitromethane; dichloromethane;
DOI:10.1002/1099-0690(200106)2001:11<2083::AID-EJOC2083>3.0.CO;2-T