((2R,3S,4R)-4-Hydroxymethyl-3-mercapto-oxetan-2-ylmethyl)-carbamic acid 4-nitro-benzyl ester

Base Information

Chemical Name:((2R,3S,4R)-4-Hydroxymethyl-3-mercapto-oxetan-2-ylmethyl)-carbamic acid 4-nitro-benzyl ester
CAS No.:195000-79-4
Molecular Formula:C₁₃H₁₆N₂O₆S
Molecular Weight:328.346
Hs Code.:

Synonyms:((2R,3S,4R)-4-Hydroxymethyl-3-mercapto-oxetan-2-ylmethyl)-carbamic acid 4-nitro-benzyl ester

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Chemical Property of ((2R,3S,4R)-4-Hydroxymethyl-3-mercapto-oxetan-2-ylmethyl)-carbamic acid 4-nitro-benzyl ester

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Technology Process of ((2R,3S,4R)-4-Hydroxymethyl-3-mercapto-oxetan-2-ylmethyl)-carbamic acid 4-nitro-benzyl ester

There total 10 articles about ((2R,3S,4R)-4-Hydroxymethyl-3-mercapto-oxetan-2-ylmethyl)-carbamic acid 4-nitro-benzyl 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: 92.0%

: 195000-74-9
[(2R,3S,4R)-4-Hydroxymethyl-3-(4-methoxy-benzylsulfanyl)-oxetan-2-ylmethyl]-carbamic acid 4-nitro-benzyl ester

: 195000-79-4
((2R,3S,4R)-4-Hydroxymethyl-3-mercapto-oxetan-2-ylmethyl)-carbamic acid 4-nitro-benzyl ester

Guidance literature:: With mercury(II) trifluoroacetate; methoxybenzene; In water; acetic acid; Ambient temperature;
DOI:10.1016/S0960-894X(97)00280-1

Reference yield:

: 134651-25-5
methyl 2,4-anhydro-D-lyxonate

: 195000-79-4
((2R,3S,4R)-4-Hydroxymethyl-3-mercapto-oxetan-2-ylmethyl)-carbamic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 84 percent / imidazole

2: pyridine

3: K₂CO₃, 18-crown-6

4: 45 percent / DIBAL / tetrahydrofuran / -20 - 0 °C

5: pyridine

6: LiN₃

7: 1.) Ph₃P, 2.) NaOH

8: 82 percent / TBAF

9: 92 percent / Hg(OCOCF₃)2, anisole / acetic acid; H₂O / Ambient temperature

With pyridine; 1H-imidazole; sodium hydroxide; lithium azide; 18-crown-6 ether; tetrabutyl ammonium fluoride; mercury(II) trifluoroacetate; diisobutylaluminium hydride; potassium carbonate; methoxybenzene; triphenylphosphine; In tetrahydrofuran; water; acetic acid;
DOI:10.1016/S0960-894X(97)00280-1

Reference yield:

: 134651-26-6
methyl 2,4-anhydro-5-O-tertbutyldiphenylsilyl-D-lyxonate

: 195000-79-4
((2R,3S,4R)-4-Hydroxymethyl-3-mercapto-oxetan-2-ylmethyl)-carbamic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine

2: K₂CO₃, 18-crown-6

3: 45 percent / DIBAL / tetrahydrofuran / -20 - 0 °C

4: pyridine

5: LiN₃

6: 1.) Ph₃P, 2.) NaOH

7: 82 percent / TBAF

8: 92 percent / Hg(OCOCF₃)2, anisole / acetic acid; H₂O / Ambient temperature

With pyridine; sodium hydroxide; lithium azide; 18-crown-6 ether; tetrabutyl ammonium fluoride; mercury(II) trifluoroacetate; diisobutylaluminium hydride; potassium carbonate; methoxybenzene; triphenylphosphine; In tetrahydrofuran; water; acetic acid;
DOI:10.1016/S0960-894X(97)00280-1