(E)-(4S,5S)-4-(Benzyloxycarbonyl-methyl-amino)-5-methyl-hept-2-enoic acid methyl ester

Base Information

• Chemical Name: (E)-(4S,5S)-4-(Benzyloxycarbonyl-methyl-amino)-5-methyl-hept-2-enoic acid methyl ester
• CAS No.: 1026251-48-8
• Molecular Formula: C₁₈H₂₅NO₄
• Molecular Weight: 319.401

Synonyms:(E)-(4S,5S)-4-(Benzyloxycarbonyl-methyl-amino)-5-methyl-hept-2-enoic acid methyl ester

Chemical Property of (E)-(4S,5S)-4-(Benzyloxycarbonyl-methyl-amino)-5-methyl-hept-2-enoic acid methyl ester

Chemical Property:

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Technology Process of (E)-(4S,5S)-4-(Benzyloxycarbonyl-methyl-amino)-5-methyl-hept-2-enoic acid methyl ester

There total 5 articles about (E)-(4S,5S)-4-(Benzyloxycarbonyl-methyl-amino)-5-methyl-hept-2-enoic acid methyl 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: 71.0%

methyl (3R,4S)-4-(N-benzyloxycarbonylamino)-3-hydroxypentanoate (120021-35-4) + methyl iodide (74-88-4) → (3R,4S)-4-(Benzyloxycarbonyl-methyl-amino)-3-methoxy-pentanoic acid methyl ester (149606-42-8) + (E)-(4S,5S)-4-(Benzyloxycarbonyl-methyl-amino)-5-methyl-hept-2-enoic acid methyl ester (1026251-48-8)

Guidance literature:

With silver(l) oxide; In N,N-dimethyl-formamide; at 35 ℃; for 5h;

DOI:10.1248/cpb.43.1706

Reference yield:

(3R,4S)-4-Benzyloxycarbonylamino-3-hydroxy-6-methyl-heptanoic acid methyl ester (149606-40-6) + methyl iodide (74-88-4) → (E)-(4S,5S)-4-(Benzyloxycarbonyl-methyl-amino)-5-methyl-hept-2-enoic acid methyl ester (1026251-48-8) + (3R,4S)-4-(Benzyloxycarbonyl-methyl-amino)-3-methoxy-6-methyl-heptanoic acid methyl ester (149606-44-0)

Guidance literature:

With silver(l) oxide; In N,N-dimethyl-formamide; at 35 ℃; for 5h;

DOI:10.1248/cpb.43.1706

Reference yield:

(3R,4S,5S)-4-Benzyloxycarbonylamino-3-hydroxy-5-methyl-heptanoic acid methyl ester (149606-41-7) + methyl iodide (74-88-4) → (E)-(4S,5S)-4-(Benzyloxycarbonyl-methyl-amino)-5-methyl-hept-2-enoic acid methyl ester (1026251-48-8) + (3R,4S,5S)-4-(Benzyloxycarbonyl-methyl-amino)-3-methoxy-5-methyl-heptanoic acid methyl ester (149664-79-9)

Guidance literature:

With silver(l) oxide; In N,N-dimethyl-formamide; at 35 ℃; for 5h;

DOI:10.1248/cpb.43.1706

upstream raw materials:

methyl (3R,4S)-4-(N-benzyloxycarbonylamino)-3-hydroxypentanoate

methyl iodide

(3R,4S)-4-Benzyloxycarbonylamino-3-hydroxy-5-methyl-hexanoic acid methyl ester

(3R,4S)-4-Benzyloxycarbonylamino-3-hydroxy-heptanoic acid methyl ester

Downstream raw materials:

(E)-(4S,5S)-4-(Benzyloxycarbonyl-methyl-amino)-5-methyl-hept-2-enoic acid

(E)-(4S,5S)-4-(Benzyloxycarbonyl-methyl-amino)-5-methyl-hept-2-enoic acid tert-butyl ester

(4R,5S)-4-[((S)-2-Benzyloxycarbonylamino-3-methyl-butyryl)-methyl-amino]-5-methyl-heptanoic acid tert-butyl ester

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