N-(2,3,4,6-Tetra-O-benzyl-1-deoxy-α-D-glucopyranosyl)-N'-<<1R-(1α,2α,3α,4β,5β)>-2-benzyloxy-1-benzyloxymethyl-1,3,4-trihydroxycyclopentan-5-yl>thiourea

Base Information

Chemical Name:N-(2,3,4,6-Tetra-O-benzyl-1-deoxy-α-D-glucopyranosyl)-N'-<<1R-(1α,2α,3α,4β,5β)>-2-benzyloxy-1-benzyloxymethyl-1,3,4-trihydroxycyclopentan-5-yl>thiourea
CAS No.:159517-71-2
Molecular Formula:C₅₅H₆₀N₂O₁₀S
Molecular Weight:941.155
Hs Code.:

N-(2,3,4,6-Tetra-O-benzyl-1-deoxy-α-D-glucopyranosyl)-N'-<<1R-(1α,2α,3α,4β,5β)>-2-benzyloxy-1-benzyloxymethyl-1,3,4-trihydroxycyclopentan-5-yl>thiourea

Synonyms:N-(2,3,4,6-Tetra-O-benzyl-1-deoxy-α-D-glucopyranosyl)-N'-<<1R-(1α,2α,3α,4β,5β)>-2-benzyloxy-1-benzyloxymethyl-1,3,4-trihydroxycyclopentan-5-yl>thiourea

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Chemical Property of N-(2,3,4,6-Tetra-O-benzyl-1-deoxy-α-D-glucopyranosyl)-N'-<<1R-(1α,2α,3α,4β,5β)>-2-benzyloxy-1-benzyloxymethyl-1,3,4-trihydroxycyclopentan-5-yl>thiourea

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Technology Process of N-(2,3,4,6-Tetra-O-benzyl-1-deoxy-α-D-glucopyranosyl)-N'-<<1R-(1α,2α,3α,4β,5β)>-2-benzyloxy-1-benzyloxymethyl-1,3,4-trihydroxycyclopentan-5-yl>thiourea

There total 3 articles about N-(2,3,4,6-Tetra-O-benzyl-1-deoxy-α-D-glucopyranosyl)-N'-<<1R-(1α,2α,3α,4β,5β)>-2-benzyloxy-1-benzyloxymethyl-1,3,4-trihydroxycyclopentan-5-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: 74.0%

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

: (1R,2S,3R,4R,5R)-3-Amino-5-benzyloxy-4-benzyloxymethyl-cyclopentane-1,2,4-triol

: 159517-71-2
N-(2,3,4,6-Tetra-O-benzyl-1-deoxy-α-D-glucopyranosyl)-N'-<<1R-(1α,2α,3α,4β,5β)>-2-benzyloxy-1-benzyloxymethyl-1,3,4-trihydroxycyclopentan-5-yl>thiourea

Guidance literature:: With triethylamine; In tetrahydrofuran; 1.) 0 deg C, 5 min, 2.) r.t., 21 h;
DOI:10.7164/antibiotics.47.932

Reference yield:

: 161105-77-7
(1R,2R,3S,4R,5R)-2-Amino-5-benzyloxy-1-benzyloxymethyl-3,4-bis-methoxymethoxy-cyclopentanol

: 159517-71-2
N-(2,3,4,6-Tetra-O-benzyl-1-deoxy-α-D-glucopyranosyl)-N'-<<1R-(1α,2α,3α,4β,5β)>-2-benzyloxy-1-benzyloxymethyl-1,3,4-trihydroxycyclopentan-5-yl>thiourea

Guidance literature:: Multi-step reaction with 2 steps

1: 10percent HCl / methanol / 1.) 0 deg C, 5 min, 2.) 60 deg C, 7 h

2: 74 percent / Et₃N / tetrahydrofuran / 1.) 0 deg C, 5 min, 2.) r.t., 21 h

With hydrogenchloride; triethylamine; In tetrahydrofuran; methanol;
DOI:10.7164/antibiotics.47.932

Reference yield:

: 159517-70-1
<1R-(1α,2α,3α,4β,5β)>-5-Azido-2-benzyloxy-1-benzyloxymethyl-3,4-di(methoxymethoxy)-1-cyclopentanol

: 159517-71-2
N-(2,3,4,6-Tetra-O-benzyl-1-deoxy-α-D-glucopyranosyl)-N'-<<1R-(1α,2α,3α,4β,5β)>-2-benzyloxy-1-benzyloxymethyl-1,3,4-trihydroxycyclopentan-5-yl>thiourea

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / LiAlH₄ / diethyl ether / 3 h / 0 °C

2: 10percent HCl / methanol / 1.) 0 deg C, 5 min, 2.) 60 deg C, 7 h

3: 74 percent / Et₃N / tetrahydrofuran / 1.) 0 deg C, 5 min, 2.) r.t., 21 h

With hydrogenchloride; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; methanol; diethyl ether;
DOI:10.7164/antibiotics.47.932