phenyl 2,6-anhydro-4-O-benzyl-3-C-methyl-3-O-methyl-1,2-dithio-β-L-altro-pyranoside

Base Information

Chemical Name:phenyl 2,6-anhydro-4-O-benzyl-3-C-methyl-3-O-methyl-1,2-dithio-β-L-altro-pyranoside
CAS No.:168072-11-5
Molecular Formula:C₂₁H₂₄O₃S₂
Molecular Weight:388.552
Hs Code.:

Synonyms:phenyl 2,6-anhydro-4-O-benzyl-3-C-methyl-3-O-methyl-1,2-dithio-β-L-altro-pyranoside

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Chemical Property of phenyl 2,6-anhydro-4-O-benzyl-3-C-methyl-3-O-methyl-1,2-dithio-β-L-altro-pyranoside

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Technology Process of phenyl 2,6-anhydro-4-O-benzyl-3-C-methyl-3-O-methyl-1,2-dithio-β-L-altro-pyranoside

There total 1 articles about phenyl 2,6-anhydro-4-O-benzyl-3-C-methyl-3-O-methyl-1,2-dithio-β-L-altro-pyranoside 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: 91.0%

: 4551-15-9
phenylthiotrimethylsilane

: 137101-04-3
methyl 2,6-anhydro-4-O-benzyl-3-C-methyl-3-O-methyl-2-thio-α-L-altropyranoside

: 168072-11-5
phenyl 2,6-anhydro-4-O-benzyl-3-C-methyl-3-O-methyl-1,2-dithio-β-L-altro-pyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.25h;
DOI:10.1021/ja00118a008

Reference yield: 90.0%

: 138505-36-9
(9S)-9-dihydro-9,11-O-isopropylidene-5-O-(2-O-(methoxycarbonyl)-β-D-desosaminyl)erythronolide A N-oxide

: 168072-11-5
phenyl 2,6-anhydro-4-O-benzyl-3-C-methyl-3-O-methyl-1,2-dithio-β-L-altro-pyranoside

: 138505-42-7
(9S)-3-O-(2,6-anhydro-4-O-benzyl-3-C-methyl-3-O-methyl-2-thio-α-L-altropyranosyl)-9-dihydro-9,11-O-isopropylidene-5-O-(2-O-(methoxycarbonyl)-β-D-desosaminyl)erythronolide A N-Oxide

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; In dichloromethane; at -35 ℃; for 0.166667h;
DOI:10.1021/ja00118a008

Reference yield:

: 168072-11-5
phenyl 2,6-anhydro-4-O-benzyl-3-C-methyl-3-O-methyl-1,2-dithio-β-L-altro-pyranoside

: 114-07-8
erythromycin

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / 4A molecular sieves, N-iodosuccinimide, TfOH / CH₂Cl₂ / 0.17 h / -35 °C

2: 66 percent / 50percent aq. AcOH / 12 h / 40 °C

3: 54 percent / H₂ / Raney Ni (W₄) / ethanol / 1.5 h / 40 °C

4: 99 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 0.17 h / 25 °C

5: 58 percent / bis(tri-n-butyltin) oxide, Br₂ / CH₂Cl₂ / 24 h / 25 °C

6: 84 percent / H₂ / Rany Ni (W₄) / ethanol / 1 h / 25 °C

With N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; hydrogen; bromine; acetic acid; 3-chloro-benzenecarboperoxoic acid; bis(tri-n-butyltin)oxide; Raney Ni (W₄); Rany Ni (W₄); In ethanol; dichloromethane;
DOI:10.1021/ja00118a008