(R_S)-N-(benzyloxycarbonyl)-O-(methoxymethyl)-S-methyl-D-cysteinol S-oxide

Base Information

Chemical Name:(R_S)-N-(benzyloxycarbonyl)-O-(methoxymethyl)-S-methyl-D-cysteinol S-oxide
CAS No.:95407-10-6
Molecular Formula:C₁₄H₂₁NO₅S
Molecular Weight:315.39
Hs Code.:

(R<sub>S</sub>)-N-(benzyloxycarbonyl)-O-(methoxymethyl)-S-methyl-D-cysteinol S-oxide

Synonyms:(R_S)-N-(benzyloxycarbonyl)-O-(methoxymethyl)-S-methyl-D-cysteinol S-oxide

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Chemical Property of (R_S)-N-(benzyloxycarbonyl)-O-(methoxymethyl)-S-methyl-D-cysteinol S-oxide

Chemical Property:

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Technology Process of (R_S)-N-(benzyloxycarbonyl)-O-(methoxymethyl)-S-methyl-D-cysteinol S-oxide

There total 11 articles about (R_S)-N-(benzyloxycarbonyl)-O-(methoxymethyl)-S-methyl-D-cysteinol S-oxide 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: 31.0%

: 95407-08-2
N-(benzyloxycarbonyl)-O-(methoxymethyl)-S-methyl-D-cysteinol

: 95407-09-3
(S_S)-N-(benzyloxycarbonyl)-O-(methoxymethyl)-S-methyl-D-cysteinol S-oxide

: 95407-10-6
(R_S)-N-(benzyloxycarbonyl)-O-(methoxymethyl)-S-methyl-D-cysteinol S-oxide

Guidance literature:: With sodium periodate; In acetonitrile; for 12h; Yields of byproduct given;
DOI:10.1021/jo00208a022

Reference yield:

: 1145-80-8
N-(benzyloxycarbonyl)-L-serine

: 95407-10-6
(R_S)-N-(benzyloxycarbonyl)-O-(methoxymethyl)-S-methyl-D-cysteinol S-oxide

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / thionyl chloride / 24 h / 25 °C

2: 88 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 14 h / Heating

3: 1.) (i-Bu)2AlH, 2.) NaBH₄ / 1.) THF, hexane, -70 deg C, 14 h, 2.) a) 0 deg C, 1h, b) 25 deg C, 6 h

4: 98 percent / pyridine / 24 h / 0 °C

5: 95 percent / methanol / 3 h / 40 °C

6: NaIO₄ / acetonitrile / 12 h

With pyridine; sodium tetrahydroborate; sodium periodate; thionyl chloride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/jo00208a022

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 95407-10-6
(R_S)-N-(benzyloxycarbonyl)-O-(methoxymethyl)-S-methyl-D-cysteinol S-oxide

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / Na₂CO₃ / H₂O / 4 h / 25 °C

2: 82 percent / thionyl chloride / 24 h / 25 °C

3: 88 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 14 h / Heating

4: 1.) (i-Bu)2AlH, 2.) NaBH₄ / 1.) THF, hexane, -70 deg C, 14 h, 2.) a) 0 deg C, 1h, b) 25 deg C, 6 h

5: 98 percent / pyridine / 24 h / 0 °C

6: 95 percent / methanol / 3 h / 40 °C

7: NaIO₄ / acetonitrile / 12 h

With pyridine; sodium tetrahydroborate; sodium periodate; thionyl chloride; diisobutylaluminium hydride; sodium carbonate; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jo00208a022