2-Hexenoic acid, 5-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-4-[(methylsulfonyl)oxy] -6-phenyl-, 1,1-dimethylethyl ester, (2E,4S,5R)-

Base Information

Chemical Name:2-Hexenoic acid, 5-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-4-[(methylsulfonyl)oxy] -6-phenyl-, 1,1-dimethylethyl ester, (2E,4S,5R)-
CAS No.:420837-91-8
Molecular Formula:C23H35NO7S
Molecular Weight:469.599
Hs Code.:
Mol file:420837-91-8.mol

Synonyms:

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Chemical Property of 2-Hexenoic acid, 5-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-4-[(methylsulfonyl)oxy] -6-phenyl-, 1,1-dimethylethyl ester, (2E,4S,5R)-

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Technology Process of 2-Hexenoic acid, 5-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-4-[(methylsulfonyl)oxy] -6-phenyl-, 1,1-dimethylethyl ester, (2E,4S,5R)-

There total 22 articles about 2-Hexenoic acid, 5-[[(1,1-dimethylethoxy)carbonyl]amino]-3-methyl-4-[(methylsulfonyl)oxy] -6-phenyl-, 1,1-dimethylethyl ester, (2E,4S,5R)- 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: 74.0%

: 124-63-0
methanesulfonyl chloride

: 420837-90-7
tert-butyl (4S,5R,2E)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-3-methyl-6-phenylhex-2-enoate

: 420837-91-8
tert-butyl (4S,5R,2E)-5-[N-(tert-butyloxycarbonyl)amino]-3-methyl-4-methylsulfonyloxy-4-phenylhex-2-enoate

Guidance literature:: With triethylamine; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1021/ol016834j

Reference yield:

: (1-benzyl-3-methyl-2-oxo-but-3-enyl)-carbamic acid tert-butyl ester

: 420837-91-8
tert-butyl (4S,5R,2E)-5-[N-(tert-butyloxycarbonyl)amino]-3-methyl-4-methylsulfonyloxy-4-phenylhex-2-enoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: Zn(BH₄)2 / diethyl ether

2.1: pyridine; DMAP / CHCl₃

3.1: O₃ / ethyl acetate

3.2: dimethyl sulfide / ethyl acetate

4.1: CHCl₃ / Heating

5.1: Na₂CO₃ / methanol

6.1: 74 percent / Et₃N / tetrahydrofuran / 0.5 h / 0 °C

With pyridine; dmap; zinc(II) tetrahydroborate; sodium carbonate; ozone; triethylamine; In tetrahydrofuran; methanol; diethyl ether; chloroform; ethyl acetate; 4.1: Wittig reaction;
DOI:10.1021/ol016834j

Reference yield:

: 77119-85-8
N-(tert-butoxycarbonyl)-D-phenylalaninal

: 420837-91-8
tert-butyl (4S,5R,2E)-5-[N-(tert-butyloxycarbonyl)amino]-3-methyl-4-methylsulfonyloxy-4-phenylhex-2-enoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: tetrahydrofuran

2.1: (COCl)2; DMSO; (iPr)2NEt / CH₂Cl₂

3.1: Zn(BH₄)2 / diethyl ether

4.1: pyridine; DMAP / CHCl₃

5.1: O₃ / ethyl acetate

5.2: dimethyl sulfide / ethyl acetate

6.1: CHCl₃ / Heating

7.1: Na₂CO₃ / methanol

8.1: 74 percent / Et₃N / tetrahydrofuran / 0.5 h / 0 °C

With pyridine; dmap; zinc(II) tetrahydroborate; oxalyl dichloride; sodium carbonate; ozone; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; ethyl acetate; 2.1: Swern oxidation / 6.1: Wittig reaction;
DOI:10.1021/ol016834j