Methanesulfonic acid (2S,3S)-3-[2-[acetyl-(toluene-4-sulfonyl)-amino]-5-(tert-butyl-diphenyl-silanyloxymethyl)-benzyl]-2-(3,4-dimethyl-pent-3-enyl)-oxiranylmethyl ester

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Chemical Name:Methanesulfonic acid (2S,3S)-3-[2-[acetyl-(toluene-4-sulfonyl)-amino]-5-(tert-butyl-diphenyl-silanyloxymethyl)-benzyl]-2-(3,4-dimethyl-pent-3-enyl)-oxiranylmethyl ester
CAS No.:181368-98-9
Molecular Formula:C₄₄H₅₅NO₈S₂Si
Molecular Weight:818.14
Hs Code.:

Methanesulfonic acid (2S,3S)-3-[2-[acetyl-(toluene-4-sulfonyl)-amino]-5-(tert-butyl-diphenyl-silanyloxymethyl)-benzyl]-2-(3,4-dimethyl-pent-3-enyl)-oxiranylmethyl ester

Synonyms:Methanesulfonic acid (2S,3S)-3-[2-[acetyl-(toluene-4-sulfonyl)-amino]-5-(tert-butyl-diphenyl-silanyloxymethyl)-benzyl]-2-(3,4-dimethyl-pent-3-enyl)-oxiranylmethyl ester

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Chemical Property of Methanesulfonic acid (2S,3S)-3-[2-[acetyl-(toluene-4-sulfonyl)-amino]-5-(tert-butyl-diphenyl-silanyloxymethyl)-benzyl]-2-(3,4-dimethyl-pent-3-enyl)-oxiranylmethyl ester

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Technology Process of Methanesulfonic acid (2S,3S)-3-[2-[acetyl-(toluene-4-sulfonyl)-amino]-5-(tert-butyl-diphenyl-silanyloxymethyl)-benzyl]-2-(3,4-dimethyl-pent-3-enyl)-oxiranylmethyl ester

There total 14 articles about Methanesulfonic acid (2S,3S)-3-[2-[acetyl-(toluene-4-sulfonyl)-amino]-5-(tert-butyl-diphenyl-silanyloxymethyl)-benzyl]-2-(3,4-dimethyl-pent-3-enyl)-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: 95.0%

: 124-63-0
methanesulfonyl chloride

: 119139-43-4
(2S,3S)-4-<2-acetyl(p-toluenesulfonyl)amino-5-(tert-butyldiphenylsilyl)oxymethylphenyl>-2-(3,4-dimethyl-3-pentenyl)-2,3-epoxy-1-butanol

: 181368-98-9
Methanesulfonic acid (2S,3S)-3-[2-[acetyl-(toluene-4-sulfonyl)-amino]-5-(tert-butyl-diphenyl-silanyloxymethyl)-benzyl]-2-(3,4-dimethyl-pent-3-enyl)-oxiranylmethyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1016/0040-4020(96)00608-4

Reference yield:

: 59816-84-1
ethyl 4-amino-3-(2-propenyl)benzoate

: 181368-98-9
Methanesulfonic acid (2S,3S)-3-[2-[acetyl-(toluene-4-sulfonyl)-amino]-5-(tert-butyl-diphenyl-silanyloxymethyl)-benzyl]-2-(3,4-dimethyl-pent-3-enyl)-oxiranylmethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 100 percent / pyridine / CH₂Cl₂ / 17 h / Ambient temperature

2: 95 percent / LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

3: 82 percent / imidazole / dimethylformamide / 85 h / 60 °C

4: 1.) aq. OsO₄, 2.) NaIO₄ / 1.) THF, RT, 30 min, 2.) THF, RT, 2 h

5: 87 percent / CH₂Cl₂ / 52 h / Ambient temperature

6: 92 percent / DIBALH / toluene / 0.5 h / -15 °C

7: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

8: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

9: aq. citric acid*H₂O / diethyl ether; methanol / 0.83 h / Ambient temperature

10: L-(+)-diethyl tartrate, Ti(O-Pr)4, tert-butyl hydroperoxide / CH₂Cl₂ / 1.5 h / -20 °C

11: 95 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; 1H-imidazole; tert.-butylhydroperoxide; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; titanium tetra-n-propoxide; diethyl (2R,3R)-tartrate; diisobutylaluminium hydride; triethylamine; citric acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0040-4020(96)00608-4

Reference yield:

: 119139-47-8
methyl 5,6-dimethyl-2-triphenylphosphoranylidene-5-heptenoate

: 181368-98-9
Methanesulfonic acid (2S,3S)-3-[2-[acetyl-(toluene-4-sulfonyl)-amino]-5-(tert-butyl-diphenyl-silanyloxymethyl)-benzyl]-2-(3,4-dimethyl-pent-3-enyl)-oxiranylmethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / CH₂Cl₂ / 52 h / Ambient temperature

2: 92 percent / DIBALH / toluene / 0.5 h / -15 °C

3: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

4: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

5: aq. citric acid*H₂O / diethyl ether; methanol / 0.83 h / Ambient temperature

6: L-(+)-diethyl tartrate, Ti(O-Pr)4, tert-butyl hydroperoxide / CH₂Cl₂ / 1.5 h / -20 °C

7: 95 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

With tert.-butylhydroperoxide; titanium tetra-n-propoxide; diethyl (2R,3R)-tartrate; diisobutylaluminium hydride; triethylamine; citric acid; In methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1016/0040-4020(96)00608-4