Methanesulfonic acid (2S,3R)-3-((S)-1-{(4R,5S)-5-[(R)-1-(4-methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-ethyl)-2-methyl-oxiranylmethyl ester

Base Information

Chemical Name:Methanesulfonic acid (2S,3R)-3-((S)-1-{(4R,5S)-5-[(R)-1-(4-methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-ethyl)-2-methyl-oxiranylmethyl ester
CAS No.:98004-20-7
Molecular Formula:C₂₄H₃₈O₈S
Molecular Weight:486.627
Hs Code.:

Synonyms:Methanesulfonic acid (2S,3R)-3-((S)-1-{(4R,5S)-5-[(R)-1-(4-methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-ethyl)-2-methyl-oxiranylmethyl ester

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Chemical Property of Methanesulfonic acid (2S,3R)-3-((S)-1-{(4R,5S)-5-[(R)-1-(4-methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-ethyl)-2-methyl-oxiranylmethyl ester

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Technology Process of Methanesulfonic acid (2S,3R)-3-((S)-1-{(4R,5S)-5-[(R)-1-(4-methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-ethyl)-2-methyl-oxiranylmethyl ester

There total 47 articles about Methanesulfonic acid (2S,3R)-3-((S)-1-{(4R,5S)-5-[(R)-1-(4-methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-ethyl)-2-methyl-oxiranylmethyl ester 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: 92.0%

: 98004-18-3
[(2S,3R)-3-((S)-1-{(4R,5S)-5-[(R)-1-(4-Methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-ethyl)-2-methyl-oxiranyl]-methanol

: 124-63-0
methanesulfonyl chloride

: 98004-20-7
Methanesulfonic acid (2S,3R)-3-((S)-1-{(4R,5S)-5-[(R)-1-(4-methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-ethyl)-2-methyl-oxiranylmethyl ester

Guidance literature:: With triethylamine; In benzene;
DOI:10.1016/S0040-4039(00)88188-5

Reference yield: 92.0%

: 124-63-0
methanesulfonyl chloride

: 98004-18-3
(2R,3R,4S,5R,6R,7R)-2,3-epoxy-1-hydroxy-5,6-isopropylidenedioxy-7-(4-methoxybenzyloxy)-2,4,6-trimethylnonane

: 98004-20-7
Methanesulfonic acid (2R,3R)-3-((S)-1-{(4R,5R)-5-[(R)-1-(4-methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-ethyl)-2-methyl-oxiranylmethyl ester

Guidance literature:: With triethylamine; In benzene; for 0.0333333h; Ambient temperature;

Reference yield:

: 35784-67-9,53270-26-1,53929-07-0,53929-16-1,64696-56-6
1,2:5,6-di-O-isopropylidene-3-C-methyl-α-D-glucofuranose

: 98004-20-7
Methanesulfonic acid (2S,3R)-3-((S)-1-{(4R,5S)-5-[(R)-1-(4-methoxy-benzyloxy)-propyl]-2,2,5-trimethyl-[1,3]dioxolan-4-yl}-ethyl)-2-methyl-oxiranylmethyl ester

Guidance literature:: Multi-step reaction with 21 steps

1: 89 percent / NaH / dimethylsulfoxide

2: 87 percent / 2percent H₂SO₄ / methanol

3: 61 percent / Pb(OAc)4 / benzene

4: 90 percent / diethyl ether / diastereomers ratio 4:1

5: 91 percent / PCC, mol.sieve / CH₂Cl₂

6: 89 percent / K₂CO₃ / methanol

7: 100 percent / Hydrogen / Pd/C / ethyl acetate / 760 Torr

8: tetrahydrofuran

9: 90 percent / OsO₄, N-Methylmorpholine N-oxide, H₂O / acetone; H₂O / stereoselection: 23/1

10: 93 percent / NaH / dimethylformamide

11: 4N HCl / tetrahydrofuran

12: 87 percent / 1.) Pb(OAc)4 / benzene

13: 87 percent / LiAlH₄ / diethyl ether

14: 95 percent / pyridine / CH₂Cl₂

15: 94 percent / TsOH / acetone

16: 100 percent / 1N KOH / methanol

17: 91 percent / PCC, mol. sieve / CH₂Cl₂

18: 100 percent / 1,2-dichloro-ethane

19: 100 percent / LiAlH₄ / tetrahydrofuran

20: 98 percent / m-CPBA / CH₂Cl₂

21: 92 percent / Et₃N / benzene

With pyridine; lead(IV) acetate; hydrogenchloride; potassium hydroxide; osmium(VIII) oxide; lithium aluminium tetrahydride; molecular sieve; sulfuric acid; water; hydrogen; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; 4-methylmorpholine N-oxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/S0040-4039(00)88188-5