tert-butyl (4R,5R,2E)-5-[N-(tert-butoxycarbonyl)amino]-4-methylsulfonyloxy-6-phenylhex-2-enoate

Base Information

Chemical Name:tert-butyl (4R,5R,2E)-5-[N-(tert-butoxycarbonyl)amino]-4-methylsulfonyloxy-6-phenylhex-2-enoate
CAS No.:388077-08-5
Molecular Formula:C₂₂H₃₃NO₇S
Molecular Weight:455.573
Hs Code.:

Synonyms:tert-butyl (4R,5R,2E)-5-[N-(tert-butoxycarbonyl)amino]-4-methylsulfonyloxy-6-phenylhex-2-enoate

Suppliers and Price of tert-butyl (4R,5R,2E)-5-[N-(tert-butoxycarbonyl)amino]-4-methylsulfonyloxy-6-phenylhex-2-enoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of tert-butyl (4R,5R,2E)-5-[N-(tert-butoxycarbonyl)amino]-4-methylsulfonyloxy-6-phenylhex-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of tert-butyl (4R,5R,2E)-5-[N-(tert-butoxycarbonyl)amino]-4-methylsulfonyloxy-6-phenylhex-2-enoate

There total 1 articles about tert-butyl (4R,5R,2E)-5-[N-(tert-butoxycarbonyl)amino]-4-methylsulfonyloxy-6-phenylhex-2-enoate 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: 90.0%

: 124-63-0
methanesulfonyl chloride

: 461696-68-4
tert-butyl (4R,5R,2E)-5-[N-(tert-butoxycarbonyl)amino]-4-hydroxy-6-phenylhex-2-enoate

: 388077-08-5
tert-butyl (4R,5R,2E)-5-[N-(tert-butoxycarbonyl)amino]-4-methylsulfonyloxy-6-phenylhex-2-enoate

Guidance literature:: With pyridine; In chloroform; at 0 ℃; for 1h;
DOI:10.1021/jo025923m

Reference yield: 84.0%

: 1068-55-9
isopropylmagnesium chloride

: 388077-08-5
tert-butyl (4R,5R,2E)-5-[N-(tert-butoxycarbonyl)amino]-4-methylsulfonyloxy-6-phenylhex-2-enoate

: 461696-69-5
tert-butyl (2R,5R,3E)-5-[N-(tert-butoxycarbonyl)amino]-2-isopropyl-6-phenylhex-3-enoate

Guidance literature:: isopropylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 0.25h;

With boron trifluoride diethyl etherate; In tetrahydrofuran; at -78 ℃; for 0.0833333h;

tert-butyl (4R,5R,2E)-5-[N-(tert-butoxycarbonyl)amino]-4-methylsulfonyloxy-6-phenylhex-2-enoate; In tetrahydrofuran; at -78 ℃; for 0.5h; Further stages.;
DOI:10.1021/jo025923m

Reference yield:

: 388077-08-5
tert-butyl (4R,5R,2E)-5-[N-(tert-butoxycarbonyl)amino]-4-methylsulfonyloxy-6-phenylhex-2-enoate

: [(E)-(3S,9S,12R,15R)-15-Benzyl-9-(3-guanidino-propyl)-12-isopropyl-2,5,8,11-tetraoxo-1,4,7,10-tetraaza-cyclopentadec-13-en-3-yl]-acetic acid; compound with trifluoro-acetic acid

Guidance literature:: Multi-step reaction with 11 steps

1.1: CuCN / tetrahydrofuran / 0.25 h / 0 °C

1.2: BF₃*Et₂O / tetrahydrofuran / 0.08 h / -78 °C

1.3: 84 percent / tetrahydrofuran / 0.5 h / -78 °C

2.1: 20 °C

3.1: 379 mg / triethylamine / CHCl₃; dimethylformamide; H₂O / 3 h / 20 °C

4.1: 527 mg / 1-hydroxybenzotriazole monohydrate; N,N'-dicyclohexylcarbodiimide; (i-Pr)2NEt / dimethylformamide / 0 °C

5.1: 99 percent / LiOH / H₂O; methanol / 3 h / 20 °C

6.1: trifluoroacetic acid / methoxybenzene / 2 h / 20 °C

7.1: 466 mg / Et₃N / dimethylformamide / 20 °C

8.1: N,N'-dicyclohexylcarbodiimide / ethyl acetate / 3 h / 20 °C

9.1: HCl / dioxane / 0.5 h / 20 °C

10.1: 145 mg / N-methylmorpholine / dimethylformamide / 3 h / -20 °C / pH 8

11.1: 79 percent / TMSBr; thianisole; m-cresol / 1,2-ethanedithiol / 3 h / 0 °C

With 4-methyl-morpholine; hydrogenchloride; lithium hydroxide; trimethylsilyl bromide; methyl-phenyl-thioether; 3-methyl-phenol; 1-hydroxybenzotriazol-hydrate; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; ethane-1,2-dithiol; In tetrahydrofuran; 1,4-dioxane; methanol; chloroform; water; ethyl acetate; methoxybenzene; N,N-dimethyl-formamide;
DOI:10.1021/jo025923m