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

Base Information

Chemical Name:(2S,3R)-2-((S)-1-Benzyloxy-ethyl)-3-(tert-butoxycarbonyl-oxalyl-amino)-5-(tert-butyl-diphenyl-silanyloxy)-pentanoic acid
CAS No.:91994-32-0
Molecular Formula:C₃₇H₄₇NO₉Si
Molecular Weight:677.867
Hs Code.:

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

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

Chemical Property:

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

There total 5 articles about (2S,3R)-2-((S)-1-Benzyloxy-ethyl)-3-(tert-butoxycarbonyl-oxalyl-amino)-5-(tert-butyl-diphenyl-silanyloxy)-pentanoic 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:

: 91994-26-2
(4R,5S)-4-((S)-1-Benzyloxy-ethyl)-5-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-cyclopent-2-enone

: 91994-32-0
(2S,3R)-2-((S)-1-Benzyloxy-ethyl)-3-(tert-butoxycarbonyl-oxalyl-amino)-5-(tert-butyl-diphenyl-silanyloxy)-pentanoic acid

Guidance literature:: Multi-step reaction with 3 steps

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

3: 381 mg / potassium permanganate, sodium periodate, sodium bicarbonate / 2-methyl-propan-2-ol; H₂O / 1.5 h / Ambient temperature

With potassium permanganate; sodium periodate; hydroxylamine hydrochloride; sodium acetate; sodium hydrogencarbonate; p-toluenesulfonyl chloride; 1-amino-3-(dimethylamino)propane; In water; tert-butyl alcohol;
DOI:10.1021/ja00333a053

Reference yield:

: 91994-29-5
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

: 91994-32-0
(2S,3R)-2-((S)-1-Benzyloxy-ethyl)-3-(tert-butoxycarbonyl-oxalyl-amino)-5-(tert-butyl-diphenyl-silanyloxy)-pentanoic acid

Guidance literature:: With potassium permanganate; sodium periodate; sodium hydrogencarbonate; In water; tert-butyl alcohol; for 1.5h; Ambient temperature;
DOI:10.1021/ja00333a053

Reference yield:

: 91994-27-3
<5S-<5α(S^*),6β>>-6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-5-<1-(phenylmethoxy)ethyl>-2-piperidinone

: 91994-32-0
(2S,3R)-2-((S)-1-Benzyloxy-ethyl)-3-(tert-butoxycarbonyl-oxalyl-amino)-5-(tert-butyl-diphenyl-silanyloxy)-pentanoic acid

Guidance literature:: Multi-step reaction with 2 steps

2: 381 mg / potassium permanganate, sodium periodate, sodium bicarbonate / 2-methyl-propan-2-ol; H₂O / 1.5 h / Ambient temperature

With potassium permanganate; sodium periodate; sodium hydrogencarbonate; In water; tert-butyl alcohol;
DOI:10.1021/ja00333a053