5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-3-<1-<(methanesulfonyl)oxy>-1-<4(S)-<5(R)-ethyl-6(R)-methyl-2(S)-phenyldioxanyl>>methyl>-4(R)-methyldihydro-2(3H)-furanone

Base Information

Chemical Name:5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-3-<1-<(methanesulfonyl)oxy>-1-<4(S)-<5(R)-ethyl-6(R)-methyl-2(S)-phenyldioxanyl>>methyl>-4(R)-methyldihydro-2(3H)-furanone
CAS No.:137871-05-7
Molecular Formula:C₃₇H₄₈O₈SSi
Molecular Weight:680.935
Hs Code.:

5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-3-<1-<(methanesulfonyl)oxy>-1-<4(S)-<5(R)-ethyl-6(R)-methyl-2(S)-phenyldioxanyl>>methyl>-4(R)-methyldihydro-2(3H)-furanone

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Chemical Property of 5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-3-<1-<(methanesulfonyl)oxy>-1-<4(S)-<5(R)-ethyl-6(R)-methyl-2(S)-phenyldioxanyl>>methyl>-4(R)-methyldihydro-2(3H)-furanone

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Technology Process of 5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-3-<1-<(methanesulfonyl)oxy>-1-<4(S)-<5(R)-ethyl-6(R)-methyl-2(S)-phenyldioxanyl>>methyl>-4(R)-methyldihydro-2(3H)-furanone

There total 4 articles about 5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-3-<1-<(methanesulfonyl)oxy>-1-<4(S)-<5(R)-ethyl-6(R)-methyl-2(S)-phenyldioxanyl>>methyl>-4(R)-methyldihydro-2(3H)-furanone 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: 98.0%

: 137871-04-6,137941-10-7
5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-3-<1-hydroxy-1-<4(S)-<5(R)-ethyl-6(R)-methyl-2(S)-phenyldioxanyl>>methyl>-4(R)-methyldihydro-2(3H)-furanone

: 124-63-0
methanesulfonyl chloride

: 137871-05-7,137941-11-8
5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-3-<1-<(methanesulfonyl)oxy>-1-<4(S)-<5(R)-ethyl-6(R)-methyl-2(S)-phenyldioxanyl>>methyl>-4(R)-methyldihydro-2(3H)-furanone

Guidance literature:: With triethylamine; In dichloromethane; at -10 ℃; for 1.25h;
DOI:10.1021/jo00023a017

Reference yield:

: 137871-03-5
5(R)-Ethyl-6(R)-methyl-2(S)-phenyl-1,3-dioxanemethanol

: 137871-05-7,137941-11-8
5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-3-<1-<(methanesulfonyl)oxy>-1-<4(S)-<5(R)-ethyl-6(R)-methyl-2(S)-phenyldioxanyl>>methyl>-4(R)-methyldihydro-2(3H)-furanone

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / oxalyl chloride, DMSO, Et₃N / CH₂Cl₂ / 1) -78 deg C, 35 min, 2) 0 deg C, 30 min

2: 1) n-BuLi, i-Pr₂NEt₂ / 1) THF, -78 deg C, 1 h, 2) -78 deg C, 1 h

3: 98 percent / Et₃N / CH₂Cl₂ / 1.25 h / -10 °C

With n-butyllithium; oxalyl dichloride; i-Pr₂NEt₂; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1021/jo00023a017

Reference yield:

: 137870-79-2
5(R)-Ethyl-6(R)-methyl-2(S)-phenyl-1,3-dioxanecarboxaldehyde

: 137871-05-7,137941-11-8
5(S)-<<(tert-Butyldiphenylsilyl)oxy>methyl>-3-<1-<(methanesulfonyl)oxy>-1-<4(S)-<5(R)-ethyl-6(R)-methyl-2(S)-phenyldioxanyl>>methyl>-4(R)-methyldihydro-2(3H)-furanone

Guidance literature:: Multi-step reaction with 2 steps

1: 1) n-BuLi, i-Pr₂NEt₂ / 1) THF, -78 deg C, 1 h, 2) -78 deg C, 1 h

2: 98 percent / Et₃N / CH₂Cl₂ / 1.25 h / -10 °C

With n-butyllithium; i-Pr₂NEt₂; triethylamine; In dichloromethane;
DOI:10.1021/jo00023a017