methyl[2R-(R,R)]-2-[(4-methylphenylsulfonyl)-oxy]-4-oxo-3-benzyloxy-4-[benzyloxy-amino]-butanoate

Base Information

Chemical Name:methyl[2R-(R*,R*)]-2-[(4-methylphenylsulfonyl)-oxy]-4-oxo-3-benzyloxy-4-[benzyloxy-amino]-butanoate
CAS No.:104333-73-5
Molecular Formula:C₂₆H₂₇NO₈S
Molecular Weight:513.568
Hs Code.:

Synonyms:methyl[2R-(R*,R*)]-2-[(4-methylphenylsulfonyl)-oxy]-4-oxo-3-benzyloxy-4-[benzyloxy-amino]-butanoate

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Chemical Property of methyl[2R-(R*,R*)]-2-[(4-methylphenylsulfonyl)-oxy]-4-oxo-3-benzyloxy-4-[benzyloxy-amino]-butanoate

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Technology Process of methyl[2R-(R*,R*)]-2-[(4-methylphenylsulfonyl)-oxy]-4-oxo-3-benzyloxy-4-[benzyloxy-amino]-butanoate

There total 6 articles about methyl[2R-(R*,R*)]-2-[(4-methylphenylsulfonyl)-oxy]-4-oxo-3-benzyloxy-4-[benzyloxy-amino]-butanoate 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: 80.0%

: 98-59-9
p-toluenesulfonyl chloride

: 104333-72-4
methyl[2R-(R*,R*)]-2-hydroxy-4-oxo-3-phenylmethoxy-4-[(phenylmethoxy)-amino]-butanoate

: 104333-73-5
methyl[2R-(R*,R*)]-2-[(4-methylphenylsulfonyl)-oxy]-4-oxo-3-benzyloxy-4-[benzyloxy-amino]-butanoate

Guidance literature:: In pyridine; dichloromethane; at -10 ℃;
DOI:10.1016/S0040-4020(01)81921-9

Reference yield:

: 38270-72-3
dimethyl 2,3-O-benzylidene-L-tartrate

: 104333-73-5
methyl[2R-(R*,R*)]-2-[(4-methylphenylsulfonyl)-oxy]-4-oxo-3-benzyloxy-4-[benzyloxy-amino]-butanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / NaCNBH₃, HCl / acetonitrile; diethyl ether / 2 h / Ambient temperature

2: 1.) K₂CO₃; 2.) 1-ethyl-3-(dimethylamino)propylcarbodiimide hydrochloride, HCl / 1.) dioxane-water, r.t., 5 h; 2.) water, 30 min

3: 80 percent / pyridine; CH₂Cl₂ / -10 °C

With hydrogenchloride; sodium cyanoborohydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In pyridine; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1016/S0040-4020(01)81921-9

Reference yield:

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 104333-73-5
methyl[2R-(R*,R*)]-2-[(4-methylphenylsulfonyl)-oxy]-4-oxo-3-benzyloxy-4-[benzyloxy-amino]-butanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / 1-ethyl-3-(dimethylamino)propylcarbodiimide hydrochloride / H₂O; tetrahydrofuran / 0.5 h

2: 80 percent / pyridine; CH₂Cl₂ / -10 °C

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; pyridine; dichloromethane; water;
DOI:10.1016/S0040-4020(01)81921-9