{5-Benzyloxy-2-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidine-1-carbonyl]-4-methoxy-phenyl}-carbamic acid allyl ester

Base Information

Chemical Name:{5-Benzyloxy-2-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidine-1-carbonyl]-4-methoxy-phenyl}-carbamic acid allyl ester
CAS No.:260417-68-3
Molecular Formula:C₃₀H₄₂N₂O₇Si
Molecular Weight:570.758
Hs Code.:

{5-Benzyloxy-2-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidine-1-carbonyl]-4-methoxy-phenyl}-carbamic acid allyl ester

Synonyms:{5-Benzyloxy-2-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidine-1-carbonyl]-4-methoxy-phenyl}-carbamic acid allyl ester

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Chemical Property of {5-Benzyloxy-2-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidine-1-carbonyl]-4-methoxy-phenyl}-carbamic acid allyl ester

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Technology Process of {5-Benzyloxy-2-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidine-1-carbonyl]-4-methoxy-phenyl}-carbamic acid allyl ester

There total 10 articles about {5-Benzyloxy-2-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidine-1-carbonyl]-4-methoxy-phenyl}-carbamic acid allyl 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: 85.2%

: 2937-50-0
Allyl chloroformate

: 260417-67-2
(2-Amino-4-benzyloxy-5-methoxy-phenyl)-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidin-1-yl]-methanone

: 260417-68-3
{5-Benzyloxy-2-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidine-1-carbonyl]-4-methoxy-phenyl}-carbamic acid allyl ester

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃;

Reference yield:

: 64187-48-0
methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

: 260417-68-3
{5-Benzyloxy-2-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidine-1-carbonyl]-4-methoxy-phenyl}-carbamic acid allyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / LiBH₄ / tetrahydrofuran / 0 °C

2: 70 percent / TEA; DBU / CH₂Cl₂

3: 100 percent / H₂ / 10 percent Pd-C / ethanol

4: TEA / CH₂Cl₂ / 0 °C

5: 92 percent / Raney Ni; NH₂NH₂ / methanol / Heating

6: 65 percent / pyridine / CH₂Cl₂ / 0 °C

With pyridine; lithium borohydride; TEA; hydrogen; nickel; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydrazine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1: Reduction / 2: silylation / 3: Hydrogenolysis / 4: Acylation / 5: Reduction / 6: Acylation;
DOI:10.1016/S0960-894X(00)00351-6

Reference yield:

: 95687-41-5,1448706-36-2
(2S,4R)-N1-(benzyloxycarbonyl)-4-hydroxy-2-(hydroxymethyl)-pyrrolidine

: 260417-68-3
{5-Benzyloxy-2-[(2S,4R)-2-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-pyrrolidine-1-carbonyl]-4-methoxy-phenyl}-carbamic acid allyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / TEA; DBU / CH₂Cl₂

2: 100 percent / H₂ / 10 percent Pd-C / ethanol

3: TEA / CH₂Cl₂ / 0 °C

4: 92 percent / Raney Ni; NH₂NH₂ / methanol / Heating

5: 65 percent / pyridine / CH₂Cl₂ / 0 °C

With pyridine; TEA; hydrogen; nickel; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydrazine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; 1: silylation / 2: Hydrogenolysis / 3: Acylation / 4: Reduction / 5: Acylation;
DOI:10.1016/S0960-894X(00)00351-6