6-benzenesulfonyl-9-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-10-(tert-butyl-diphenyl-silanyloxy)-5-oxo-decanoic acid

Base Information

Chemical Name:6-benzenesulfonyl-9-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-10-(tert-butyl-diphenyl-silanyloxy)-5-oxo-decanoic acid
CAS No.:856660-69-0
Molecular Formula:C₄₅H₅₆N₂O₁₀SSi
Molecular Weight:845.099
Hs Code.:

6-benzenesulfonyl-9-benzyloxycarbonylamino-2-<i>tert</i>-butoxycarbonylamino-10-(<i>tert</i>-butyl-diphenyl-silanyloxy)-5-oxo-decanoic acid

Synonyms:6-benzenesulfonyl-9-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-10-(tert-butyl-diphenyl-silanyloxy)-5-oxo-decanoic acid

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Chemical Property of 6-benzenesulfonyl-9-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-10-(tert-butyl-diphenyl-silanyloxy)-5-oxo-decanoic acid

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Technology Process of 6-benzenesulfonyl-9-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-10-(tert-butyl-diphenyl-silanyloxy)-5-oxo-decanoic acid

There total 13 articles about 6-benzenesulfonyl-9-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-10-(tert-butyl-diphenyl-silanyloxy)-5-oxo-decanoic acid 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: 76.0%

: 856660-68-9
(4S)-tert-butyl 4-(7S)-7-benzyloxycarbonylamino-8-tert-butyldiphenylsilyloxy-3-hydroxy-4-phenylsulfonyloctyl-2,2-dimethyloxazolidine-3-carboxylate

: 856660-69-0
6-benzenesulfonyl-9-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-10-(tert-butyl-diphenyl-silanyloxy)-5-oxo-decanoic acid

Guidance literature:: With jones' reagent; In acetone; at 0 ℃; for 6h;
DOI:10.1002/ejoc.200400709

Reference yield:

: 67436-17-3
dimethyl (S)-N-(benzyloxycarbonyl)glutamate

: 856660-69-0
6-benzenesulfonyl-9-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-10-(tert-butyl-diphenyl-silanyloxy)-5-oxo-decanoic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 79 percent / LiBH₄ / methanol; tetrahydrofuran / 4 h / 0 °C

2: 88 percent / pTsOH / CH₂Cl₂ / 24 h / 20 °C

3: 27.4 g / Et₃N / CH₂Cl₂ / 0.5 h / -20 °C

4: tetrahydrofuran / 1 h / 0 - 20 °C

5: 31.4 g / magnesium monoperoxy phthalate / ethanol / 0 °C

6: 24.1 g / CeCl₃*7H₂O; (COOH)2 / acetonitrile / 20 °C

7: 38.6 g / imidazole / dimethylformamide / 2 h / 20 °C

8: 85 percent / nBuLi / tetrahydrofuran; hexane / 2.33 h / -78 - 20 °C

9: 76 percent / Jones' reagent / acetone / 6 h / 0 °C

With 1H-imidazole; lithium borohydride; n-butyllithium; jones' reagent; cerium(III) chloride; oxalic acid; toluene-4-sulfonic acid; magnesium monoperoxyphthalate hexahydrate; triethylamine; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1002/ejoc.200400709

Reference yield:

: 13574-13-5
Boc-Glu(OBzl)-OH

: 856660-69-0
6-benzenesulfonyl-9-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-10-(tert-butyl-diphenyl-silanyloxy)-5-oxo-decanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-hydroxysuccinimide; DCC / ethyl acetate / 20 °C

1.2: 81 percent / NaBH₄ / ethanol; tetrahydrofuran / 0.5 h / 0 °C

2.1: 92 percent / pTsOH / 48 h / 20 °C

3.1: 96 percent / LiAlH₄ / tetrahydrofuran / 0.25 h / 0 °C

4.1: 98 percent / DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / 2 h / -78 - 20 °C

5.1: 85 percent / nBuLi / tetrahydrofuran; hexane / 2.33 h / -78 - 20 °C

6.1: 76 percent / Jones' reagent / acetone / 6 h / 0 °C

With 1-hydroxy-pyrrolidine-2,5-dione; lithium aluminium tetrahydride; n-butyllithium; jones' reagent; oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; acetone; 4.1: Swern oxidation;
DOI:10.1002/ejoc.200400709