Carbonic acid bis-[(2R,3S,4S,5R)-3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-dodecyl-pyrrolidin-2-ylmethyl] ester

Base Information

Chemical Name:Carbonic acid bis-[(2R,3S,4S,5R)-3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-dodecyl-pyrrolidin-2-ylmethyl] ester
CAS No.:213765-42-5
Molecular Formula:C₇₇H₁₂₄N₂O₉Si₂
Molecular Weight:1278.01
Hs Code.:

Synonyms:Carbonic acid bis-[(2R,3S,4S,5R)-3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-dodecyl-pyrrolidin-2-ylmethyl] ester

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Chemical Property of Carbonic acid bis-[(2R,3S,4S,5R)-3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-dodecyl-pyrrolidin-2-ylmethyl] ester

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Technology Process of Carbonic acid bis-[(2R,3S,4S,5R)-3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-dodecyl-pyrrolidin-2-ylmethyl] ester

There total 9 articles about Carbonic acid bis-[(2R,3S,4S,5R)-3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-dodecyl-pyrrolidin-2-ylmethyl] ester 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: 35.0%

: 530-62-1
1,1'-carbonyldiimidazole

: 213765-39-0
[(2R,3S,4S,5R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-dodecyl-pyrrolidin-2-yl]-methanol

: 213765-42-5
Carbonic acid bis-[(2R,3S,4S,5R)-3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-dodecyl-pyrrolidin-2-ylmethyl] ester

Guidance literature:: With pyridine; In chloroform; at 110 ℃; for 5h;
DOI:10.1016/S0040-4039(98)01361-6

Reference yield:

: 69-65-8
mannitol

: 213765-42-5
Carbonic acid bis-[(2R,3S,4S,5R)-3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-dodecyl-pyrrolidin-2-ylmethyl] ester

Guidance literature:: Multi-step reaction with 8 steps

1: 70 percent / p-TsOH / dimethylsulfoxide / 16 h / Ambient temperature

2: 61 percent / NaOH, TBAHSO₄ / 22 h / 40 °C

3: 75 percent / AcOH 80percent / H₂O

4: 65 percent / imidazole / dimethylformamide

5: 90 percent / Et₃N / CH₂Cl₂ / 0 °C

6: 70 percent / 18 h / 135 °C

7: 35 percent / TBAF / tetrahydrofuran / Ambient temperature

8: 35 percent / pyridine / CHCl₃ / 5 h / 110 °C

With pyridine; 1H-imidazole; sodium hydroxide; tetrabutyl ammonium fluoride; tetra(n-butyl)ammonium hydrogensulfate; toluene-4-sulfonic acid; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; chloroform; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)01361-6

Reference yield:

: 36199-02-7
3,4-di-O-benzyl-D-mannitol

: 213765-42-5
Carbonic acid bis-[(2R,3S,4S,5R)-3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxymethyl)-1-dodecyl-pyrrolidin-2-ylmethyl] ester

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / imidazole / dimethylformamide

2: 90 percent / Et₃N / CH₂Cl₂ / 0 °C

3: 70 percent / 18 h / 135 °C

4: 35 percent / TBAF / tetrahydrofuran / Ambient temperature

5: 35 percent / pyridine / CHCl₃ / 5 h / 110 °C

With pyridine; 1H-imidazole; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(98)01361-6