Methyl 2(S)-benzyloxycarbonylamino-10-chloro-8(S),9(R)-O-isopropylidenedecanoate

Base Information

Chemical Name:Methyl 2(S)-benzyloxycarbonylamino-10-chloro-8(S),9(R)-O-isopropylidenedecanoate
CAS No.:108071-97-2
Molecular Formula:C₂₂H₃₂ClNO₆
Molecular Weight:441.952
Hs Code.:

Synonyms:Methyl 2(S)-benzyloxycarbonylamino-10-chloro-8(S),9(R)-O-isopropylidenedecanoate

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Chemical Property of Methyl 2(S)-benzyloxycarbonylamino-10-chloro-8(S),9(R)-O-isopropylidenedecanoate

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Technology Process of Methyl 2(S)-benzyloxycarbonylamino-10-chloro-8(S),9(R)-O-isopropylidenedecanoate

There total 11 articles about Methyl 2(S)-benzyloxycarbonylamino-10-chloro-8(S),9(R)-O-isopropylidenedecanoate 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: 96.0%

: 108071-96-1
Methyl 2(S)-benzyloxycarbonylamino-10-hydroxy-8(S),9(S)-O-isopropylidenedecanoate

: 108071-97-2
Methyl 2(S)-benzyloxycarbonylamino-10-chloro-8(S),9(R)-O-isopropylidenedecanoate

Guidance literature:: With pyridine; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; In dichloromethane; for 0.5h; Heating;
DOI:10.1055/s-1986-31636

Reference yield:

: 89278-34-2
8-Benzyloxy-6(S),7(S)-O-isopropylidene-1-octanal

: 108071-97-2
(S)-2-Benzyloxycarbonylamino-7-((4S,5S)-5-chloromethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: KO-tBu / CH₂Cl₂ / 0.5 h / -70 °C

2: H₂ / +BF₄- / ethanol / 72 h / 2250.2 Torr / Ambient temperature

3: H₂ / Pd / methanol / 24 h / 2250.2 Torr / Ambient temperature

5: 1-chlor-1-dimethylamino-2-methyl-1-propen, pyridine / CH₂Cl₂ / 1.) -20 deg C, 30 min 2.) 40 deg C, 30 min

With pyridine; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; potassium tert-butylate; hydrogen; (R,R)-(-)-1,2-bis[(o-methoxyphenyl)(phenyl) phosphino]ethane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; palladium; In methanol; ethanol; dichloromethane;

Reference yield:

: 89278-30-8,89361-29-5
(E/Z)-8-Benzyloxy-6(S),7(S)-O-isopropylidene-4-octenal

: 108071-97-2
(S)-2-Benzyloxycarbonylamino-7-((4S,5S)-5-chloromethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / KO-tBu / CH₂Cl₂ / 0.5 h / -70 °C

2: H₂ / +BF₄- / ethanol / 72 h / 2250.2 Torr / Ambient temperature

3: H₂ / Pd / methanol / 24 h / 2250.2 Torr / Ambient temperature

5: 1-chlor-1-dimethylamino-2-methyl-1-propen, pyridine / CH₂Cl₂ / 1.) -20 deg C, 30 min 2.) 40 deg C, 30 min

With pyridine; 1-chloro-1-(dimethylamino)-2-methyl-1-propene; potassium tert-butylate; hydrogen; (R,R)-(-)-1,2-bis[(o-methoxyphenyl)(phenyl) phosphino]ethane(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; palladium; In methanol; ethanol; dichloromethane;