α-D-manno-non-6-enopyranoside, ethyl-6,7,8,9-tetradeoxy-2-O-benzyl-3,4-O-[1',2'-dimethoxycyclohexan-1',2'-diyl]-8-methyl-1-thio

Base Information

Chemical Name:α-D-manno-non-6-enopyranoside, ethyl-6,7,8,9-tetradeoxy-2-O-benzyl-3,4-O-[1',2'-dimethoxycyclohexan-1',2'-diyl]-8-methyl-1-thio
CAS No.:713090-27-8
Molecular Formula:C₂₇H₄₀O₆S
Molecular Weight:492.677
Hs Code.:

Synonyms:α-D-manno-non-6-enopyranoside, ethyl-6,7,8,9-tetradeoxy-2-O-benzyl-3,4-O-[1',2'-dimethoxycyclohexan-1',2'-diyl]-8-methyl-1-thio

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Chemical Property of α-D-manno-non-6-enopyranoside, ethyl-6,7,8,9-tetradeoxy-2-O-benzyl-3,4-O-[1',2'-dimethoxycyclohexan-1',2'-diyl]-8-methyl-1-thio

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Technology Process of α-D-manno-non-6-enopyranoside, ethyl-6,7,8,9-tetradeoxy-2-O-benzyl-3,4-O-[1',2'-dimethoxycyclohexan-1',2'-diyl]-8-methyl-1-thio

There total 4 articles about α-D-manno-non-6-enopyranoside, ethyl-6,7,8,9-tetradeoxy-2-O-benzyl-3,4-O-[1',2'-dimethoxycyclohexan-1',2'-diyl]-8-methyl-1-thio 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: 70.0%

: 1054624-09-7
(1S,3R,4S,4aS,8aS,9aS,10aS)-4-Benzyloxy-3-ethylsulfanyl-8a,10a-dimethoxy-decahydro-2,9,10-trioxa-anthracene-1-carbaldehyde

: iso-butyltriphenylphosphonium chloride

: 713090-27-8
α-D-manno-non-6-enopyranoside, ethyl-6,7,8,9-tetradeoxy-2-O-benzyl-3,4-O-[1',2'-dimethoxycyclohexan-1',2'-diyl]-8-methyl-1-thio

Guidance literature:: With 4 A molecular sieve; potassium hexamethylsilazane; In toluene; at -10 - 20 ℃; for 3.5h;
DOI:10.1021/jm020487h

Reference yield:

: 100-39-0
benzyl bromide

: 713090-27-8
α-D-manno-non-6-enopyranoside, ethyl-6,7,8,9-tetradeoxy-2-O-benzyl-3,4-O-[1',2'-dimethoxycyclohexan-1',2'-diyl]-8-methyl-1-thio

Guidance literature:: Multi-step reaction with 3 steps

1: KOH / dimethylsulfoxide

2: Et₃N; Py*SO₃ / CH₂Cl₂; dimethylsulfoxide / 0.5 h / 0 °C

3: 70 percent / KN[Si(CH₃)3]2; 4A mol. sieves / toluene / 3.5 h / -10 - 20 °C

With potassium hydroxide; 4 A molecular sieve; sulfur trioxide pyridine complex; potassium hexamethylsilazane; triethylamine; In dichloromethane; dimethyl sulfoxide; toluene; 1: Williamson reaction / 3: Wittig olefination;
DOI:10.1021/jm020487h

Reference yield:

: 163125-38-0
(1'S,2'S)-Ethyl 3,4-O-(1',2'-dimethoxycyclohexane-1',2'-diyl)-1-thio-α-D-mannopyranoside

: 713090-27-8
α-D-manno-non-6-enopyranoside, ethyl-6,7,8,9-tetradeoxy-2-O-benzyl-3,4-O-[1',2'-dimethoxycyclohexan-1',2'-diyl]-8-methyl-1-thio

Guidance literature:: Multi-step reaction with 3 steps

1: KOH / dimethylsulfoxide

2: Et₃N; Py*SO₃ / CH₂Cl₂; dimethylsulfoxide / 0.5 h / 0 °C

3: 70 percent / KN[Si(CH₃)3]2; 4A mol. sieves / toluene / 3.5 h / -10 - 20 °C

With potassium hydroxide; 4 A molecular sieve; sulfur trioxide pyridine complex; potassium hexamethylsilazane; triethylamine; In dichloromethane; dimethyl sulfoxide; toluene; 1: Williamson reaction / 3: Wittig olefination;
DOI:10.1021/jm020487h