1,1-dimethylethyl <2R-<2a,3β(R^*)>>-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-3,6-dihydro-6-oxo-3-<1-(phenylmethoxy)ethyl>-1-(2H)-piperidinecarboxylate

Base Information

• Chemical Name: 1,1-dimethylethyl <2R-<2a,3β(R^*)>>-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-3,6-dihydro-6-oxo-3-<1-(phenylmethoxy)ethyl>-1-(2H)-piperidinecarboxylate
• CAS No.: 91994-29-5
• Molecular Formula: C₃₇H₄₇NO₅Si
• Molecular Weight: 613.869

Synonyms:1,1-dimethylethyl <2R-<2a,3β(R^*)>>-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-3,6-dihydro-6-oxo-3-<1-(phenylmethoxy)ethyl>-1-(2H)-piperidinecarboxylate

Chemical Property of 1,1-dimethylethyl <2R-<2a,3β(R^*)>>-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-3,6-dihydro-6-oxo-3-<1-(phenylmethoxy)ethyl>-1-(2H)-piperidinecarboxylate

Chemical Property:

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Technology Process of 1,1-dimethylethyl <2R-<2a,3β(R^*)>>-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-3,6-dihydro-6-oxo-3-<1-(phenylmethoxy)ethyl>-1-(2H)-piperidinecarboxylate

There total 3 articles about 1,1-dimethylethyl <2R-<2a,3β(R^*)>>-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-3,6-dihydro-6-oxo-3-<1-(phenylmethoxy)ethyl>-1-(2H)-piperidinecarboxylate 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:

(4R,5S)-4-((S)-1-Benzyloxy-ethyl)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclopent-2-enone (91994-26-2) → 1,1-dimethylethyl <2R-<2a,3β(R*)>>-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-3,6-dihydro-6-oxo-3-<1-(phenylmethoxy)ethyl>-1-(2H)-piperidinecarboxylate (91994-29-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) H₂NOH*HCl, NaOAc; 2.) TsCl / 2.) dimethylaminopropylamine / 1.) EtOH, 42 h; 2.) pyridine, r.t. -> 65 deg C

With hydroxylamine hydrochloride; sodium acetate; p-toluenesulfonyl chloride; 1-amino-3-(dimethylamino)propane;

DOI:10.1021/ja00333a053

Reference yield:

(2S,3R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-((R)-1-methyl-2-phenoxy-ethyl)-cyclopentanone oxime (91994-31-9) → 1,1-dimethylethyl <2R-<2a,3β(R*)>>-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-3,6-dihydro-6-oxo-3-<1-(phenylmethoxy)ethyl>-1-(2H)-piperidinecarboxylate (91994-29-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / p-toluenesulfonyl chloride, 4-(dimethylamino)pyridine / pyridine / 1.) r.t., 30 min; 2.) 65 deg C, 3 h

With dmap; p-toluenesulfonyl chloride; In pyridine;

DOI:10.1021/ja00333a053

Reference yield:

2,2-dimethylpropanoic anhydride (1538-75-6) + <5S-<5α(S*),6β>>-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-5-<1-(phenylmethoxy)ethyl>-2-piperidinone (91994-27-3) → 1,1-dimethylethyl <2R-<2a,3β(R*)>>-2-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-3,6-dihydro-6-oxo-3-<1-(phenylmethoxy)ethyl>-1-(2H)-piperidinecarboxylate (91994-29-5)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1021/ja00333a053

upstream raw materials:

2,2-dimethylpropanoic anhydride

<5S-<5α(S^*),6β>>-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-5-<1-(phenylmethoxy)ethyl>-2-piperidinone

(4R,5S)-4-((S)-1-Benzyloxy-ethyl)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclopent-2-enone

(2S,3R)-2-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-((R)-1-methyl-2-phenoxy-ethyl)-cyclopentanone oxime

Downstream raw materials:

(2S,3R)-2-((S)-1-Benzyloxy-ethyl)-3-(tert-butoxycarbonyl-oxalyl-amino)-5-(tert-butyl-diphenyl-silanyloxy)-pentanoic acid

[(2S,3R)-3-((R)-1-Benzyloxy-ethyl)-4-oxo-azetidin-2-yl]-acetic acid

(R)-3-amino-2,3,4-trideoxy-5-O-<(1,1-dimethylethyl)diphenylsilyl>-2-<1-(phenylmethoxy)ethyl>-D-erythro-pentonic acid, β lactam

(R)-2,3,4-trideoxy-3-<<(1,1-dimethylethoxy)carbonyl>amino>-5-O-<(1,1-dimethylethyl)diphenylsilyl>-2-<1-(phenylmethoxy)ethyl>-D-erythropentanoic acid

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