1-Pyrrolidinecarboxylic acid, 3,4-bis(phenylmethoxy)-2-[(phenylmethoxy)methyl]-5-(10-undecenyl)-, 1,1-dimethylethyl ester, (2R,3R,4R,5R)-

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 3,4-bis(phenylmethoxy)-2-[(phenylmethoxy)methyl]-5-(10-undecenyl)-, 1,1-dimethylethyl ester, (2R,3R,4R,5R)-
CAS No.:651321-46-9
Molecular Formula:C₄₂H₅₇NO₅
Molecular Weight:655.918
Hs Code.:

1-Pyrrolidinecarboxylic acid,
3,4-bis(phenylmethoxy)-2-[(phenylmethoxy)methyl]-5-(10-undecenyl)-,
1,1-dimethylethyl ester, (2R,3R,4R,5R)-

Synonyms:

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Chemical Property of 1-Pyrrolidinecarboxylic acid, 3,4-bis(phenylmethoxy)-2-[(phenylmethoxy)methyl]-5-(10-undecenyl)-, 1,1-dimethylethyl ester, (2R,3R,4R,5R)-

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 1-Pyrrolidinecarboxylic acid, 3,4-bis(phenylmethoxy)-2-[(phenylmethoxy)methyl]-5-(10-undecenyl)-, 1,1-dimethylethyl ester, (2R,3R,4R,5R)-

There total 16 articles about 1-Pyrrolidinecarboxylic acid, 3,4-bis(phenylmethoxy)-2-[(phenylmethoxy)methyl]-5-(10-undecenyl)-, 1,1-dimethylethyl ester, (2R,3R,4R,5R)- 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:

: 651321-45-8
(2S,3R,4R,5R)-1,3,4-tris(phenylmethyloxy)-2-methanesulfonyloxy-5-{[(1,1-dimethylethoxy)carbonyl]amino}hexadec-15-ene

: 651321-46-9
(2R,3R,4R,5R)-N-[(1,1-dimethylethoxy)carbonyl]-2-[(phenylmethoxy)methyl]-3,4-bis(phenylmethyloxy)-5-(undec-1-en-11-yl)pyrrolidine

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; dichloromethane; at 20 ℃; for 18h;
DOI:10.1081/CAR-120026470

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 651321-46-9
(2R,3R,4R,5R)-N-[(1,1-dimethylethoxy)carbonyl]-2-[(phenylmethoxy)methyl]-3,4-bis(phenylmethyloxy)-5-(undec-1-en-11-yl)pyrrolidine

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / Et₃N / tetrahydrofuran / 0.03 h / 0 - 20 °C

2: Et₃N / CH₂Cl₂ / 1.58 h / 0 - 20 °C

3: t-BuOK / tetrahydrofuran; CH₂Cl₂ / 18 h / 20 °C

With potassium tert-butylate; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1081/CAR-120026470

Reference yield:

: 88476-93-1
10-undecen-1-ylmagnesium bromide

: 651321-46-9
(2R,3R,4R,5R)-N-[(1,1-dimethylethoxy)carbonyl]-2-[(phenylmethoxy)methyl]-3,4-bis(phenylmethyloxy)-5-(undec-1-en-11-yl)pyrrolidine

Guidance literature:: Multi-step reaction with 12 steps

1: tetrahydrofuran / 3 h / 20 °C

2: 86 percent / HCl / methanol / 3 h / 0 °C

3: 70 percent / p-TsOH / CH₂Cl₂ / 1 h / -20 - 10 °C

4: CH₂Cl₂ / 1.58 h / 0 - 20 °C

5: 80 percent / NaN₃ / dimethylformamide / 18 h / 60 °C

6: 89 percent / AlCl₃; BH₃*NMe₃ / tetrahydrofuran / 3 h / 0 °C

7: 88 percent / PPh₃; DEAD / tetrahydrofuran / 18 h / 20 °C

8: 85 percent / PPh₃; H₂O / tetrahydrofuran / 4 h / 60 °C

9: 76 percent / NaOH / methanol / 0 - 20 °C

10: 80 percent / Et₃N / tetrahydrofuran / 0.03 h / 0 - 20 °C

11: Et₃N / CH₂Cl₂ / 1.58 h / 0 - 20 °C

12: t-BuOK / tetrahydrofuran; CH₂Cl₂ / 18 h / 20 °C

With hydrogenchloride; sodium hydroxide; aluminium trichloride; sodium azide; trimethylamine-borane; potassium tert-butylate; water; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1: Grignard addition / 7: Mitsunobu reaction / 8: Staudinger reduction;
DOI:10.1081/CAR-120026470