3-{(2R,3S)-3-[(4R,5R)-5-(Benzyloxycarbonylamino-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-oxiranyl}-propionic acid ethyl ester

Base Information

Chemical Name:3-{(2R,3S)-3-[(4R,5R)-5-(Benzyloxycarbonylamino-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-oxiranyl}-propionic acid ethyl ester
CAS No.:98362-02-8
Molecular Formula:C₂₁H₂₉NO₇
Molecular Weight:407.464
Hs Code.:

Synonyms:3-{(2R,3S)-3-[(4R,5R)-5-(Benzyloxycarbonylamino-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-oxiranyl}-propionic acid ethyl ester

Suppliers and Price of 3-{(2R,3S)-3-[(4R,5R)-5-(Benzyloxycarbonylamino-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-oxiranyl}-propionic acid ethyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of 3-{(2R,3S)-3-[(4R,5R)-5-(Benzyloxycarbonylamino-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-oxiranyl}-propionic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 3-{(2R,3S)-3-[(4R,5R)-5-(Benzyloxycarbonylamino-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-oxiranyl}-propionic acid ethyl ester

There total 8 articles about 3-{(2R,3S)-3-[(4R,5R)-5-(Benzyloxycarbonylamino-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-oxiranyl}-propionic 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: 58.0%

: 98393-47-6
(E)-3-{(2R,3S)-3-[(4R,5R)-5-(Benzyloxycarbonylamino-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-oxiranyl}-acrylic acid ethyl ester

: 98362-02-8
3-{(2R,3S)-3-[(4R,5R)-5-(Benzyloxycarbonylamino-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-oxiranyl}-propionic acid ethyl ester

Guidance literature:: With sodium tetrahydroborate; In ethanol; for 1h; Heating;
DOI:10.1021/jo00220a063

Reference yield:

: 35023-80-4
2,3:5,6-di-O-isopropylidene-D-mannose oxime

: 98362-02-8
3-{(2R,3S)-3-[(4R,5R)-5-(Benzyloxycarbonylamino-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-oxiranyl}-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / LiAlH₄ / tetrahydrofuran / Ambient temperature

2: 100 percent / tetrahydrofuran; H₂O / 0 °C

3: 95 percent / pyridine / 0 °C

4: TsOH / methanol; H₂O / 72 h / Ambient temperature

5: amberlite IRA-400/OH^(1-)

6: Collins reagent / CH₂Cl₂ / 5 °C

7: tetrahydrofuran / 0 °C

8: 58 percent / NaBH₄ / ethanol; various solvent(s) / 1 h / Heating

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; Collins oxidation agent; Amberlite IRA-400; hydroxide; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1021/jo00220a063

Reference yield:

: 98362-05-1
(R)-((4S,5R)-5-Aminomethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methanol

: 98362-02-8
3-{(2R,3S)-3-[(4R,5R)-5-(Benzyloxycarbonylamino-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-oxiranyl}-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / tetrahydrofuran; H₂O / 0 °C

2: 95 percent / pyridine / 0 °C

3: TsOH / methanol; H₂O / 72 h / Ambient temperature

4: amberlite IRA-400/OH^(1-)

5: Collins reagent / CH₂Cl₂ / 5 °C

6: tetrahydrofuran / 0 °C

7: 58 percent / NaBH₄ / ethanol; various solvent(s) / 1 h / Heating

With pyridine; sodium tetrahydroborate; Collins oxidation agent; Amberlite IRA-400; hydroxide; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; water;
DOI:10.1021/jo00220a063