((R)-1-{(S)-2-[Benzyloxy-((S)-2,3-bis-benzyloxy-propoxy)-phosphoryloxy]-1-hydroxymethyl-ethylcarbamoyl}-ethyl)-carbamic acid benzyl ester

Base Information

Chemical Name:((R)-1-{(S)-2-[Benzyloxy-((S)-2,3-bis-benzyloxy-propoxy)-phosphoryloxy]-1-hydroxymethyl-ethylcarbamoyl}-ethyl)-carbamic acid benzyl ester
CAS No.:849240-80-8
Molecular Formula:C₃₈H₄₅N₂O₁₀P
Molecular Weight:720.756
Hs Code.:

Synonyms:((R)-1-{(S)-2-[Benzyloxy-((S)-2,3-bis-benzyloxy-propoxy)-phosphoryloxy]-1-hydroxymethyl-ethylcarbamoyl}-ethyl)-carbamic acid benzyl ester

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Chemical Property of ((R)-1-{(S)-2-[Benzyloxy-((S)-2,3-bis-benzyloxy-propoxy)-phosphoryloxy]-1-hydroxymethyl-ethylcarbamoyl}-ethyl)-carbamic acid benzyl ester

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Technology Process of ((R)-1-{(S)-2-[Benzyloxy-((S)-2,3-bis-benzyloxy-propoxy)-phosphoryloxy]-1-hydroxymethyl-ethylcarbamoyl}-ethyl)-carbamic acid benzyl ester

There total 9 articles about ((R)-1-{(S)-2-[Benzyloxy-((S)-2,3-bis-benzyloxy-propoxy)-phosphoryloxy]-1-hydroxymethyl-ethylcarbamoyl}-ethyl)-carbamic acid benzyl 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: 82.0%

: 849240-79-5
{(R)-1-[(S)-1-[Benzyloxy-((S)-2,3-bis-benzyloxy-propoxy)-phosphoryloxymethyl]-2-(tert-butyl-diphenyl-silanyloxy)-ethylcarbamoyl]-ethyl}-carbamic acid benzyl ester

: 849240-80-8
((R)-1-{(S)-2-[Benzyloxy-((S)-2,3-bis-benzyloxy-propoxy)-phosphoryloxy]-1-hydroxymethyl-ethylcarbamoyl}-ethyl)-carbamic acid benzyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃;
DOI:10.1016/j.tetasy.2004.11.070

Reference yield:

: 660853-04-3
N-benzyloxycarbonyl-D-alanyl-D-serine methyl ester

: 849240-80-8
((R)-1-{(S)-2-[Benzyloxy-((S)-2,3-bis-benzyloxy-propoxy)-phosphoryloxy]-1-hydroxymethyl-ethylcarbamoyl}-ethyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 92 percent / pyridine / 2 h / 20 °C

2: 78 percent / NaBH₄ / ethanol / 0 - 20 °C

3: 85 percent / imidazole / CH₂Cl₂ / 0.5 h / 20 °C

4: 87 percent / MeOH / camphor-10-sulfonic acid / CH₂Cl₂ / 0.33 h / 20 °C

5: 95 percent / tetrazole / CH₂Cl₂ / 0.75 h / 20 °C

6: tetrazole / CH₂Cl₂ / 1.5 h / 20 °C

7: 240 mg / tert-butyl hydroperoxide / CH₂Cl₂; decane

8: 82 percent / tetrabutylammonium fluoride / tetrahydrofuran / 20 °C

With pyridine; 1H-imidazole; 1H-tetrazole; methanol; tert.-butylhydroperoxide; sodium tetrahydroborate; tetrabutyl ammonium fluoride; camphor-10-sulfonic acid; In tetrahydrofuran; decane; ethanol; dichloromethane;
DOI:10.1016/j.tetasy.2004.11.070

Reference yield:

: 849240-74-0
(R)-2-((R)-2-Benzyloxycarbonylamino-propionylamino)-3-[(4-methoxy-phenyl)-diphenyl-methoxy]-propionic acid methyl ester

: 849240-80-8
((R)-1-{(S)-2-[Benzyloxy-((S)-2,3-bis-benzyloxy-propoxy)-phosphoryloxy]-1-hydroxymethyl-ethylcarbamoyl}-ethyl)-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 78 percent / NaBH₄ / ethanol / 0 - 20 °C

2: 85 percent / imidazole / CH₂Cl₂ / 0.5 h / 20 °C

3: 87 percent / MeOH / camphor-10-sulfonic acid / CH₂Cl₂ / 0.33 h / 20 °C

4: 95 percent / tetrazole / CH₂Cl₂ / 0.75 h / 20 °C

5: tetrazole / CH₂Cl₂ / 1.5 h / 20 °C

6: 240 mg / tert-butyl hydroperoxide / CH₂Cl₂; decane

7: 82 percent / tetrabutylammonium fluoride / tetrahydrofuran / 20 °C

With 1H-imidazole; 1H-tetrazole; methanol; tert.-butylhydroperoxide; sodium tetrahydroborate; tetrabutyl ammonium fluoride; camphor-10-sulfonic acid; In tetrahydrofuran; decane; ethanol; dichloromethane;
DOI:10.1016/j.tetasy.2004.11.070