(1'S,3S,4S,5S)-3-methyl-3-benzamido-4-hydroxy-5-[2'-t-butyldiphenylsilyloxy-1'-(4''-methoxybenzyloxy)ethyl]oxolan-2-one

Base Information

Chemical Name:(1'S,3S,4S,5S)-3-methyl-3-benzamido-4-hydroxy-5-[2'-t-butyldiphenylsilyloxy-1'-(4''-methoxybenzyloxy)ethyl]oxolan-2-one
CAS No.:211691-08-6
Molecular Formula:C₃₈H₄₃NO₇Si
Molecular Weight:653.847
Hs Code.:

Synonyms:(1'S,3S,4S,5S)-3-methyl-3-benzamido-4-hydroxy-5-[2'-t-butyldiphenylsilyloxy-1'-(4''-methoxybenzyloxy)ethyl]oxolan-2-one

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Chemical Property of (1'S,3S,4S,5S)-3-methyl-3-benzamido-4-hydroxy-5-[2'-t-butyldiphenylsilyloxy-1'-(4''-methoxybenzyloxy)ethyl]oxolan-2-one

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Technology Process of (1'S,3S,4S,5S)-3-methyl-3-benzamido-4-hydroxy-5-[2'-t-butyldiphenylsilyloxy-1'-(4''-methoxybenzyloxy)ethyl]oxolan-2-one

There total 4 articles about (1'S,3S,4S,5S)-3-methyl-3-benzamido-4-hydroxy-5-[2'-t-butyldiphenylsilyloxy-1'-(4''-methoxybenzyloxy)ethyl]oxolan-2-one 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: 93.0%

: 211691-20-2
Acetic acid (2S,3S,4S)-4-benzoylamino-2-[(S)-2-(tert-butyl-diphenyl-silanyloxy)-1-(4-methoxy-benzyloxy)-ethyl]-4-methyl-5-oxo-tetrahydro-furan-3-yl ester

: 211691-08-6
(1'S,3S,4S,5S)-3-methyl-3-benzamido-4-hydroxy-5-[2'-t-butyldiphenylsilyloxy-1'-(4''-methoxybenzyloxy)ethyl]oxolan-2-one

Guidance literature:: With potassium carbonate; at 0 ℃;
DOI:10.1021/ja981141s

Reference yield:

: 211691-13-3
methyl (2S,3R,4E)-3-acetoxy-2-benzamido-2-methyl-6-(tertbutyldiphenylsilyloxy)-4-hexenoate

: 211691-08-6
(1'S,3S,4S,5S)-3-methyl-3-benzamido-4-hydroxy-5-[2'-t-butyldiphenylsilyloxy-1'-(4''-methoxybenzyloxy)ethyl]oxolan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: aq. OsO₄; NMO / CH₂Cl₂ / 16 h / 25 °C

2: (S)-(+)-camphorsulfonic acid / CH₂Cl₂ / 24 h / 25 °C

3: 93 percent / K₂CO₃ / methanol; CH₂Cl₂ / 0.5 h / 20 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; potassium carbonate; [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; In methanol; dichloromethane;
DOI:10.1021/ja0118338

Reference yield:

: 211691-15-5
(1'S,3S,4S,5R)-3-methyl-3-benzamido-4-acetoxy-5-(2'-tert-butyldiphenylsilyloxy-1'-hydroxyethyl)oxolan-2-one

: 211691-08-6
(1'S,3S,4S,5S)-3-methyl-3-benzamido-4-hydroxy-5-[2'-t-butyldiphenylsilyloxy-1'-(4''-methoxybenzyloxy)ethyl]oxolan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: (S)-(+)-camphorsulfonic acid / CH₂Cl₂ / 24 h / 25 °C

2: 93 percent / K₂CO₃ / methanol; CH₂Cl₂ / 0.5 h / 20 °C

With potassium carbonate; [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; In methanol; dichloromethane;
DOI:10.1021/ja0118338