(S)-Benzyloxycarbonylamino-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetic acid ethyl ester

Base Information

Chemical Name:(S)-Benzyloxycarbonylamino-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetic acid ethyl ester
CAS No.:101924-66-7
Molecular Formula:C₁₇H₂₃NO₆
Molecular Weight:337.373
Hs Code.:

Synonyms:(S)-Benzyloxycarbonylamino-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetic acid ethyl ester

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Chemical Property of (S)-Benzyloxycarbonylamino-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetic acid ethyl ester

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Technology Process of (S)-Benzyloxycarbonylamino-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetic acid ethyl ester

There total 4 articles about (S)-Benzyloxycarbonylamino-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetic acid 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: 98.0%

: 101924-58-7,101924-65-6
(S)-Amino-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetic acid ethyl ester

: 501-53-1,94274-21-2
benzyl chloroformate

: 101924-66-7
(S)-Benzyloxycarbonylamino-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetic acid ethyl ester

Guidance literature:: With sodium hydrogencarbonate; In water; at 0 ℃; for 2h;
DOI:10.1016/S0040-4039(00)95024-X

Reference yield:

: 101924-53-2
diethyl (2S,3R)-2-azido-3-hydroxysuccinate

: 101924-66-7
(S)-Benzyloxycarbonylamino-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) BH₃*SMe₂ / 2.) NaBH₄ / 1.) THF, room temp; 2 h, 2.) 2 h,

2: 59 percent / p-TsOH / acetone / 3 h / Ambient temperature

3: 92 percent / H₂ / 10percent Pd-C / ethyl acetate / 3 h / Ambient temperature

4: 98 percent / NaHCO₃ / H₂O / 2 h / 0 °C

With dimethylsulfide borane complex; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; sodium tetrahydroborate; palladium on activated charcoal; In water; ethyl acetate; acetone;
DOI:10.1016/S0040-4039(00)95024-X

Reference yield:

: 101924-56-5
(2S,3R)-ethyl 2-azido-3,4-dihydroxybutanoate

: 101924-66-7
(S)-Benzyloxycarbonylamino-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 59 percent / p-TsOH / acetone / 3 h / Ambient temperature

2: 92 percent / H₂ / 10percent Pd-C / ethyl acetate / 3 h / Ambient temperature

3: 98 percent / NaHCO₃ / H₂O / 2 h / 0 °C

With hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; palladium on activated charcoal; In water; ethyl acetate; acetone;
DOI:10.1016/S0040-4039(00)95024-X