1-((1R,2R,3S,4S,5S)-2,3,4,5-Tetrahydroxy-2-hydroxymethyl-cyclopentyl)-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-thiourea

Base Information

Chemical Name:1-((1R,2R,3S,4S,5S)-2,3,4,5-Tetrahydroxy-2-hydroxymethyl-cyclopentyl)-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-thiourea
CAS No.:160401-04-7
Molecular Formula:C₄₁H₄₈N₂O₁₀S
Molecular Weight:760.906
Hs Code.:

1-((1R,2R,3S,4S,5S)-2,3,4,5-Tetrahydroxy-2-hydroxymethyl-cyclopentyl)-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-thiourea

Synonyms:1-((1R,2R,3S,4S,5S)-2,3,4,5-Tetrahydroxy-2-hydroxymethyl-cyclopentyl)-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-thiourea

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Chemical Property of 1-((1R,2R,3S,4S,5S)-2,3,4,5-Tetrahydroxy-2-hydroxymethyl-cyclopentyl)-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-thiourea

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Technology Process of 1-((1R,2R,3S,4S,5S)-2,3,4,5-Tetrahydroxy-2-hydroxymethyl-cyclopentyl)-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-thiourea

There total 21 articles about 1-((1R,2R,3S,4S,5S)-2,3,4,5-Tetrahydroxy-2-hydroxymethyl-cyclopentyl)-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-thiourea 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%

: 93173-26-3
2,3,4,6-Tetra-O-benzyl-α-D-glucopyranosyl isothiocyanate

: (1R-(1α,2β,3β,4β,5β))-5-Amino-1-(hydroxymethyl)-1,2,3,4-cyclopentanetetraol hydrochloride

: 160401-04-7
1-((1R,2R,3S,4S,5S)-2,3,4,5-Tetrahydroxy-2-hydroxymethyl-cyclopentyl)-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-thiourea

Guidance literature:: With triethylamine; In tetrahydrofuran; water; for 4h; Ambient temperature;
DOI:10.1021/jo980050a

Reference yield:

: 39939-07-6
5-(benzyloxymethyl)cyclopentadiene

: 160401-04-7
1-((1R,2R,3S,4S,5S)-2,3,4,5-Tetrahydroxy-2-hydroxymethyl-cyclopentyl)-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-thiourea

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) n-Bu₄NIO₄, 2.) Na/Hg / 1.) MeOH, -20 deg C, 24 h, 2.) THF, MeOH, 0 deg C, 8 h

2: 100 percent / DMAP / pyridine / 20 h

3: 1.) N-methylmorpholine N-oxide, OsO₄, 2.) DMAP / 1.) Me₂CO, H₂O, room temperature, 48 h, 2.) pyridine, room temperature, 24 h

4: 100 percent / H₂ / Pd/C / ethanol / 8 h / Ambient temperature

5: 1.) o-O₂NC₆H₄SeCN, n-Bu₃P, 2.) 30percent H₂O₂ / 1.) THF, room temperature, 4 h, 2.) room temperature, 5 h

6: OsO₄, N-methylmorpholine N-oxide / acetone; H₂O / 36 h / Ambient temperature

7: DMAP / pyridine / 24 h / Ambient temperature

8: 96 percent / HCl / methanol / 24 h / 90 °C

9: 80 percent / Et₃N / tetrahydrofuran; H₂O / 4 h / Ambient temperature

With hydrogenchloride; dmap; sodium amalgam; osmium(VIII) oxide; ortho-nitrophenyl selenocyanate; tributylphosphine; hydrogen; dihydrogen peroxide; tetrabutylammonium periodite; 4-methylmorpholine N-oxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; ethanol; water; acetone;
DOI:10.1021/jo980050a

Reference yield:

: 207516-08-3
Acetic acid (1S,4R,5R)-4-((S)-2-acetoxy-2-phenyl-acetylamino)-5-benzyloxymethyl-cyclopent-2-enyl ester

: 160401-04-7
1-((1R,2R,3S,4S,5S)-2,3,4,5-Tetrahydroxy-2-hydroxymethyl-cyclopentyl)-3-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-thiourea

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) N-methylmorpholine N-oxide, OsO₄, 2.) DMAP / 1.) Me₂CO, H₂O, room temperature, 48 h, 2.) pyridine, room temperature, 24 h

2: 100 percent / H₂ / Pd/C / ethanol / 8 h / Ambient temperature

3: 1.) o-O₂NC₆H₄SeCN, n-Bu₃P, 2.) 30percent H₂O₂ / 1.) THF, room temperature, 4 h, 2.) room temperature, 5 h

4: OsO₄, N-methylmorpholine N-oxide / acetone; H₂O / 36 h / Ambient temperature

5: DMAP / pyridine / 24 h / Ambient temperature

6: 96 percent / HCl / methanol / 24 h / 90 °C

7: 80 percent / Et₃N / tetrahydrofuran; H₂O / 4 h / Ambient temperature

With hydrogenchloride; dmap; osmium(VIII) oxide; ortho-nitrophenyl selenocyanate; tributylphosphine; hydrogen; dihydrogen peroxide; 4-methylmorpholine N-oxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; ethanol; water; acetone;
DOI:10.1021/jo980050a