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

Base Information

Chemical Name:t-butyl (2S,3R,1'R)-3-benzyloxy-2-(2'-benzyloxy-1'-hydroxyethyl)pyrrolidine-1-carboxylate
CAS No.:151130-35-7
Molecular Formula:C₂₅H₃₃NO₅
Molecular Weight:427.541
Hs Code.:

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

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

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

There total 15 articles about t-butyl (2S,3R,1'R)-3-benzyloxy-2-(2'-benzyloxy-1'-hydroxyethyl)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:

: 1824-94-8
methyl beta-D-galactopyranoside

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

Guidance literature:: Multi-step reaction with 13 steps

1: 85 percent / camphor-10-sulfonic acid / 48 h

2: 1.) NaH / 1.) DMF, 0.5 h, 2.) DMF, -10 deg C, 1 h

3: dimethylformamide / 1 h / -10 °C

4: camphor-10-sulfonic acid / methanol; H₂O / 0.5 h

5: 92 percent / tributylstannane / toluene / 14 h / Heating

6: NaH / dimethylformamide / 2 h

7: p-toluenesulfonic acid / methanol / 3 h

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

9: 87 percent / pyridine / CH₂Cl₂

10: 90 percent / NaN₃ / dimethylformamide / 110 °C

11: 81 percent / AcOH, aq. HCl / 0.17 h / 100 °C

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

13: ethyl acetate

With pyridine; hydrogenchloride; sodium azide; camphor-10-sulfonic acid; tetrabutylammomium bromide; hydrogen; tri-n-butyl-tin hydride; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; In methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;

Reference yield:

: 100-39-0
benzyl bromide

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

Guidance literature:: Multi-step reaction with 6 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: H₂ / 10percent Pd/C / methanol / 6 h

6: ethyl acetate

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

Reference yield:

: 104530-15-6
methyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside

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

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) NaH / 1.) DMF, 0.5 h, 2.) DMF, -10 deg C, 1 h

2: dimethylformamide / 1 h / -10 °C

3: camphor-10-sulfonic acid / methanol; H₂O / 0.5 h

4: 92 percent / tributylstannane / toluene / 14 h / Heating

5: NaH / dimethylformamide / 2 h

6: p-toluenesulfonic acid / methanol / 3 h

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

8: 87 percent / pyridine / CH₂Cl₂

9: 90 percent / NaN₃ / dimethylformamide / 110 °C

10: 81 percent / AcOH, aq. HCl / 0.17 h / 100 °C

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

12: ethyl acetate

With pyridine; hydrogenchloride; sodium azide; camphor-10-sulfonic acid; tetrabutylammomium bromide; hydrogen; tri-n-butyl-tin hydride; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; acetic acid; palladium on activated charcoal; In methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;