Acetic acid (R)-1-[(4S,5R)-5-((S)-1-amino-2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl ester

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Chemical Name:Acetic acid (R)-1-[(4S,5R)-5-((S)-1-amino-2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl ester
CAS No.:914982-59-5
Molecular Formula:C₂₅H₃₃NO₆
Molecular Weight:443.54
Hs Code.:

Synonyms:Acetic acid (R)-1-[(4S,5R)-5-((S)-1-amino-2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl ester

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Chemical Property of Acetic acid (R)-1-[(4S,5R)-5-((S)-1-amino-2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl ester

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Technology Process of Acetic acid (R)-1-[(4S,5R)-5-((S)-1-amino-2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl ester

There total 8 articles about Acetic acid (R)-1-[(4S,5R)-5-((S)-1-amino-2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl 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: 91.0%

: 914982-58-4
(R)-1-((4S,5R)-5-((S)-1-azido-2-(benzyloxy)ethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-(benzyloxy)ethyl acetate

: 914982-59-5
Acetic acid (R)-1-[(4S,5R)-5-((S)-1-amino-2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl ester

Guidance literature:: With hydrogen; Lindlar's catalyst; In methanol; at 20 ℃; for 4h; under 760 Torr;
DOI:10.1016/j.tet.2006.08.035

Reference yield:

: 914982-54-0
(2R,4S,5R)-4-((2R,4R,5R)-5-hydroxy-2-phenyl-1,3-dioxan-4-yl)-2-phenyl-1,3-dioxan-5-yl-4-methylbenzenesulfonamide

: 914982-59-5
Acetic acid (R)-1-[(4S,5R)-5-((S)-1-amino-2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / 2 h / 0 - 20 °C

2: 1.85 g / Et₃SiH; BF₃*Et₂O / CH₂Cl₂ / 1 h / 0 °C

3: 80 percent / pTSA / acetone / 5 h / 20 °C

4: 88 percent / sodium azide / dimethylformamide / 24 h / 110 °C

5: 91 percent / hydrogen / Lindlar's catalyst / methanol / 4 h / 20 °C / 760 Torr

With pyridine; triethylsilane; sodium azide; boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid; Lindlar's catalyst; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tet.2006.08.035

Reference yield:

: 914982-55-1
Acetic acid (2R,4R,5R,2'R,4'S,5'R)-2,2'-diphenyl-5'-(toluene-4-sulfonyloxy)-[4,4']bi[[1,3]dioxanyl]-5-yl ester

: 914982-59-5
Acetic acid (R)-1-[(4S,5R)-5-((S)-1-amino-2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-2-benzyloxy-ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.85 g / Et₃SiH; BF₃*Et₂O / CH₂Cl₂ / 1 h / 0 °C

2: 80 percent / pTSA / acetone / 5 h / 20 °C

3: 88 percent / sodium azide / dimethylformamide / 24 h / 110 °C

4: 91 percent / hydrogen / Lindlar's catalyst / methanol / 4 h / 20 °C / 760 Torr

With triethylsilane; sodium azide; boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid; Lindlar's catalyst; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tet.2006.08.035