(Z)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enoic acid {(2R,3R,5S,6S)-2,5-dimethyl-6-[(E)-3-methyl-4-(toluene-4-sulfonyl)-but-2-enyl]-tetrahydro-pyran-3-yl}-amide

Base Information

Chemical Name:(Z)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enoic acid {(2R,3R,5S,6S)-2,5-dimethyl-6-[(E)-3-methyl-4-(toluene-4-sulfonyl)-but-2-enyl]-tetrahydro-pyran-3-yl}-amide
CAS No.:263881-24-9
Molecular Formula:C₄₀H₅₃NO₅SSi
Molecular Weight:688.016
Hs Code.:

(Z)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enoic acid {(2R,3R,5S,6S)-2,5-dimethyl-6-[(E)-3-methyl-4-(toluene-4-sulfonyl)-but-2-enyl]-tetrahydro-pyran-3-yl}-amide

Synonyms:(Z)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enoic acid {(2R,3R,5S,6S)-2,5-dimethyl-6-[(E)-3-methyl-4-(toluene-4-sulfonyl)-but-2-enyl]-tetrahydro-pyran-3-yl}-amide

Suppliers and Price of (Z)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enoic acid {(2R,3R,5S,6S)-2,5-dimethyl-6-[(E)-3-methyl-4-(toluene-4-sulfonyl)-but-2-enyl]-tetrahydro-pyran-3-yl}-amide

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 (Z)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enoic acid {(2R,3R,5S,6S)-2,5-dimethyl-6-[(E)-3-methyl-4-(toluene-4-sulfonyl)-but-2-enyl]-tetrahydro-pyran-3-yl}-amide

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (Z)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enoic acid {(2R,3R,5S,6S)-2,5-dimethyl-6-[(E)-3-methyl-4-(toluene-4-sulfonyl)-but-2-enyl]-tetrahydro-pyran-3-yl}-amide

There total 16 articles about (Z)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enoic acid {(2R,3R,5S,6S)-2,5-dimethyl-6-[(E)-3-methyl-4-(toluene-4-sulfonyl)-but-2-enyl]-tetrahydro-pyran-3-yl}-amide 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: 86.0%

: 263881-23-8
(S,Z)-4-((tert-butyldiphenylsilyl)oxy)pent-2-enoic acid

: 263881-12-5
(2R,3R,5S,6S)-2,5-Dimethyl-6-[(E)-3-methyl-4-(toluene-4-sulfonyl)-but-2-enyl]-tetrahydro-pyran-3-ylamine

: 263881-24-9
(Z)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enoic acid {(2R,3R,5S,6S)-2,5-dimethyl-6-[(E)-3-methyl-4-(toluene-4-sulfonyl)-but-2-enyl]-tetrahydro-pyran-3-yl}-amide

Guidance literature:: With N-ethylmorpholine;; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In acetonitrile; for 12h;
DOI:10.1016/S0040-4039(01)01763-4

Reference yield:

: 263881-01-2
(4R,5R)-4-t-butoxycarbonylamino-2-methylhexan-5-olide

: 263881-24-9
(Z)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enoic acid {(2R,3R,5S,6S)-2,5-dimethyl-6-[(E)-3-methyl-4-(toluene-4-sulfonyl)-but-2-enyl]-tetrahydro-pyran-3-yl}-amide

Guidance literature:: Multi-step reaction with 11 steps

1: 65 percent / Lawesson's reagent / toluene / 7 h / 80 °C

2: 81 percent / toluene / 24 h / 80 °C

3: 100 percent / DBU / benzene / 6 h / Heating

4: 68 percent / H₂ / PtO₂ / acetic acid / 24 h / 3040 Torr

5: 94 percent / DIBAL / toluene / -70 °C

6: 97 percent / benzene / 6 h / Heating

7: 82 percent / DIBAL / toluene / -78 - 20 °C

8: 90 percent / CBr₄; PPh₃ / CH₂Cl₂

9: 87 percent / dimethylformamide / 17 h

10: 100 percent / 4N HCl / ethyl acetate

11: 86 percent / HBTU; N-ethylmorpholine / acetonitrile / 12 h

With Lawessons reagent; N-ethylmorpholine;; hydrogenchloride; carbon tetrabromide; hydrogen; diisobutylaluminium hydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; platinum(IV) oxide; In dichloromethane; acetic acid; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; benzene; 2: Wittig reaction / 6: Wittig reaction;
DOI:10.1016/S0040-4039(01)01763-4

Reference yield:

: 391611-26-0
(3R,5R,6R)-5-t-butoxycarbonylamino-3,6-dimethyltetrahydropyran-2-thione

: 263881-24-9
(Z)-(S)-4-(tert-Butyl-diphenyl-silanyloxy)-pent-2-enoic acid {(2R,3R,5S,6S)-2,5-dimethyl-6-[(E)-3-methyl-4-(toluene-4-sulfonyl)-but-2-enyl]-tetrahydro-pyran-3-yl}-amide

Guidance literature:: Multi-step reaction with 10 steps

1: 81 percent / toluene / 24 h / 80 °C

2: 100 percent / DBU / benzene / 6 h / Heating

3: 68 percent / H₂ / PtO₂ / acetic acid / 24 h / 3040 Torr

4: 94 percent / DIBAL / toluene / -70 °C

5: 97 percent / benzene / 6 h / Heating

6: 82 percent / DIBAL / toluene / -78 - 20 °C

7: 90 percent / CBr₄; PPh₃ / CH₂Cl₂

8: 87 percent / dimethylformamide / 17 h

9: 100 percent / 4N HCl / ethyl acetate

10: 86 percent / HBTU; N-ethylmorpholine / acetonitrile / 12 h

With N-ethylmorpholine;; hydrogenchloride; carbon tetrabromide; hydrogen; diisobutylaluminium hydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; platinum(IV) oxide; In dichloromethane; acetic acid; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; benzene; 1: Wittig reaction / 5: Wittig reaction;
DOI:10.1016/S0040-4039(01)01763-4