t-butyl (2S,3R,1'R)-3-benzyloxy-2-(2'-benzyloxy-1'-methylsulfonyloxyethyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:t-butyl (2S,3R,1'R)-3-benzyloxy-2-(2'-benzyloxy-1'-methylsulfonyloxyethyl)pyrrolidine-1-carboxylate
CAS No.:151130-38-0
Molecular Formula:C₂₆H₃₅NO₇S
Molecular Weight:505.632
Hs Code.:

Synonyms:t-butyl (2S,3R,1'R)-3-benzyloxy-2-(2'-benzyloxy-1'-methylsulfonyloxyethyl)pyrrolidine-1-carboxylate

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Chemical Property of t-butyl (2S,3R,1'R)-3-benzyloxy-2-(2'-benzyloxy-1'-methylsulfonyloxyethyl)pyrrolidine-1-carboxylate

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Technology Process of t-butyl (2S,3R,1'R)-3-benzyloxy-2-(2'-benzyloxy-1'-methylsulfonyloxyethyl)pyrrolidine-1-carboxylate

There total 9 articles about t-butyl (2S,3R,1'R)-3-benzyloxy-2-(2'-benzyloxy-1'-methylsulfonyloxyethyl)pyrrolidine-1-carboxylate 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: 78.0%

: 124-63-0
methanesulfonyl chloride

: 151130-35-7
t-butyl (2S,3R,1'R)-3-benzyloxy-2-(2'-benzyloxy-1'-hydroxyethyl)pyrrolidine-1-carboxylate

: 151130-38-0
t-butyl (2S,3R,1'R)-3-benzyloxy-2-(2'-benzyloxy-1'-methylsulfonyloxyethyl)pyrrolidine-1-carboxylate

Guidance literature:: With pyridine; dmap; In dichloromethane; Ambient temperature;

Reference yield:

: 100-39-0
benzyl bromide

: 151130-38-0
t-butyl (2S,3R,1'R)-3-benzyloxy-2-(2'-benzyloxy-1'-methylsulfonyloxyethyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) dibutyltin oxide, 2.) tetrabutylammonium bromide / 1.) toluene, reflux, 4 h, 2.) toluene, 80 deg C, 8 h

2: 87 percent / pyridine / CH₂Cl₂

3: 90 percent / NaN₃ / dimethylformamide / 110 °C

4: 81 percent / AcOH, aq. HCl / 0.17 h / 100 °C

5: 93 percent / NaBH₄ / ethanol / 2 h

6: 81 percent / pyridine / CH₂Cl₂ / 1 h

7: H₂ / 10percent Pd/C / methanol / 3 h

8: tetrahydrofuran

With pyridine; hydrogenchloride; sodium tetrahydroborate; sodium azide; tetrabutylammomium bromide; hydrogen; di(n-butyl)tin oxide; acetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 117124-58-0
methyl 3,6-di-O-benzyl-2-deoxy-β-D-lyxo-hexopyranoside

: 151130-38-0
t-butyl (2S,3R,1'R)-3-benzyloxy-2-(2'-benzyloxy-1'-methylsulfonyloxyethyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / pyridine / CH₂Cl₂

2: 90 percent / NaN₃ / dimethylformamide / 110 °C

3: 81 percent / AcOH, aq. HCl / 0.17 h / 100 °C

4: 93 percent / NaBH₄ / ethanol / 2 h

5: 81 percent / pyridine / CH₂Cl₂ / 1 h

6: H₂ / 10percent Pd/C / methanol / 3 h

7: tetrahydrofuran

With pyridine; hydrogenchloride; sodium tetrahydroborate; sodium azide; hydrogen; acetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;