(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-pent-4-enethioic acid S-{(1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl} ester

Base Information

Chemical Name:(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-pent-4-enethioic acid S-{(1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl} ester
CAS No.:913288-90-1
Molecular Formula:C₃₇H₅₁NO₄S₂Si
Molecular Weight:666.034
Hs Code.:

(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-pent-4-enethioic acid S-{(1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl} ester

Synonyms:(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-pent-4-enethioic acid S-{(1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl} ester

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Chemical Property of (2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-pent-4-enethioic acid S-{(1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl} ester

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Technology Process of (2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-pent-4-enethioic acid S-{(1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl} ester

There total 10 articles about (2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-pent-4-enethioic acid S-{(1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl} 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: 94.0%

: 3-hydroxy-2-methyl-pent-4-enethioic acid 2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl ester

: 69739-34-0
t-butyldimethylsiyl triflate

: 913288-90-1
(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-pent-4-enethioic acid S-{(1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl} ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 1.16667h;
DOI:10.1021/ol062932z

Reference yield:

: 37577-28-9,58550-13-3,757124-50-8
(1S,2R)-(+)-norphedrine

: 913288-90-1
(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-pent-4-enethioic acid S-{(1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl} ester

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

2: 87 percent / methanesulfonylchloride; Et₃N / 14.17 h / 0 - 20 °C

3: 93 percent / PBu₃ / acetonitrile; H₂O / 18 h / 20 °C

4: NaH / dimethylformamide / 18 h / 20 °C

5: 96 percent / NaOMe / methanol / 1.5 h / 20 °C

6: 83 percent / pyridine / CH₂Cl₂ / 18 h / 0 - 20 °C

7: 92 percent / dicyclohexylboron triflate; Et₃N / CH₂Cl₂; hexane / 3 h / -78 - 0 °C

8: 2,6-lutidine / CH₂Cl₂

With pyridine; 2,6-dimethylpyridine; tributylphosphine; sodium methylate; sodium hydride; methanesulfonyl chloride; triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; In methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol0614774

Reference yield:

: 773-64-8
2-mesitylenesulphonyl chloride

: 913288-90-1
(2S,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-pent-4-enethioic acid S-{(1S,2R)-2-[benzyl-(2,4,6-trimethyl-benzenesulfonyl)-amino]-1-phenyl-propyl} ester

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / Et₃N / CH₂Cl₂ / 2 h / 0 °C

2: 87 percent / methanesulfonylchloride; Et₃N / 14.17 h / 0 - 20 °C

3: 93 percent / PBu₃ / acetonitrile; H₂O / 18 h / 20 °C

4: NaH / dimethylformamide / 18 h / 20 °C

5: 96 percent / NaOMe / methanol / 1.5 h / 20 °C

6: 83 percent / pyridine / CH₂Cl₂ / 18 h / 0 - 20 °C

7: 92 percent / dicyclohexylboron triflate; Et₃N / CH₂Cl₂; hexane / 3 h / -78 - 0 °C

8: 2,6-lutidine / CH₂Cl₂

With pyridine; 2,6-dimethylpyridine; tributylphosphine; sodium methylate; sodium hydride; methanesulfonyl chloride; triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; In methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol0614774