{3-[(4R,5R)-3-(4-Benzyloxy-benzoyl)-4-hydroxymethyl-2,2-dimethyl-oxazolidin-5-yl]-propyl}-carbamic acid tert-butyl ester

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Chemical Name:{3-[(4R,5R)-3-(4-Benzyloxy-benzoyl)-4-hydroxymethyl-2,2-dimethyl-oxazolidin-5-yl]-propyl}-carbamic acid tert-butyl ester
CAS No.:321378-09-0
Molecular Formula:C₂₈H₃₈N₂O₆
Molecular Weight:498.62
Hs Code.:

Synonyms:{3-[(4R,5R)-3-(4-Benzyloxy-benzoyl)-4-hydroxymethyl-2,2-dimethyl-oxazolidin-5-yl]-propyl}-carbamic acid tert-butyl ester

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Chemical Property of {3-[(4R,5R)-3-(4-Benzyloxy-benzoyl)-4-hydroxymethyl-2,2-dimethyl-oxazolidin-5-yl]-propyl}-carbamic acid tert-butyl ester

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Technology Process of {3-[(4R,5R)-3-(4-Benzyloxy-benzoyl)-4-hydroxymethyl-2,2-dimethyl-oxazolidin-5-yl]-propyl}-carbamic acid tert-butyl ester

There total 7 articles about {3-[(4R,5R)-3-(4-Benzyloxy-benzoyl)-4-hydroxymethyl-2,2-dimethyl-oxazolidin-5-yl]-propyl}-carbamic acid tert-butyl 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: 89.0%

: 321378-07-8
(4S,5R)-3-(4-Benzyloxy-benzoyl)-5-(3-tert-butoxycarbonylamino-propyl)-2,2-dimethyl-oxazolidine-4-carboxylic acid methyl ester

: 321378-09-0
{3-[(4R,5R)-3-(4-Benzyloxy-benzoyl)-4-hydroxymethyl-2,2-dimethyl-oxazolidin-5-yl]-propyl}-carbamic acid tert-butyl ester

Guidance literature:: With sodium tetrahydroborate; calcium chloride; In tetrahydrofuran; ethanol;
DOI:10.1002/1099-0690(200012)2000:23<3903::AID-EJOC3903>3.0.CO;2-Q

Reference yield:

: 1486-50-6
4-(benzyloxy)benzoic acid chloride

: 321378-09-0
{3-[(4R,5R)-3-(4-Benzyloxy-benzoyl)-4-hydroxymethyl-2,2-dimethyl-oxazolidin-5-yl]-propyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: H₂; p-toluenesulfonic acid / Pd/C / methanol / 750.06 Torr

1.2: 69 percent / triethylamine / CH₂Cl₂

2.1: 80 percent / (R)-MeO-BIPHEP; CODRu(2-methallyl)2; H₂ / CH₂Cl₂ / 96 h / 50 °C / 97507.8 Torr

3.1: 70 percent / p-toluenesulfonic acid / acetone / 25 °C

4.1: 89 percent / calcium chloride; sodium borohydride / tetrahydrofuran; ethanol

With sodium tetrahydroborate; CODRu(2-methylallyl)2; hydrogen; toluene-4-sulfonic acid; (R)-(6,6′-dimethoxy-[1,1′-biphenyl]-2,2′-diyl)bis(diphenylphosphine); calcium chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone;
DOI:10.1002/1099-0690(200012)2000:23<3903::AID-EJOC3903>3.0.CO;2-Q

Reference yield:

: 57294-38-9
N-(tert-butoxycarbonyl)-4-aminobutanoic acid

: 321378-09-0
{3-[(4R,5R)-3-(4-Benzyloxy-benzoyl)-4-hydroxymethyl-2,2-dimethyl-oxazolidin-5-yl]-propyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 78 percent / carbonyl diimidazole / tetrahydrofuran / 18 h / 25 °C

2.1: sodium nitrite / acetic acid; H₂O / 1 h / 0 °C

3.1: H₂; p-toluenesulfonic acid / Pd/C / methanol / 750.06 Torr

3.2: 69 percent / triethylamine / CH₂Cl₂

4.1: 80 percent / (R)-MeO-BIPHEP; CODRu(2-methallyl)2; H₂ / CH₂Cl₂ / 96 h / 50 °C / 97507.8 Torr

5.1: 70 percent / p-toluenesulfonic acid / acetone / 25 °C

6.1: 89 percent / calcium chloride; sodium borohydride / tetrahydrofuran; ethanol

With sodium tetrahydroborate; CODRu(2-methylallyl)2; hydrogen; toluene-4-sulfonic acid; (R)-(6,6′-dimethoxy-[1,1′-biphenyl]-2,2′-diyl)bis(diphenylphosphine); 1,1'-carbonyldiimidazole; calcium chloride; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetic acid; acetone;
DOI:10.1002/1099-0690(200012)2000:23<3903::AID-EJOC3903>3.0.CO;2-Q