3-(4-{4-[6-allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyrylamino)-propionic acid 4-(5-ethyl-2,4,6-trioxo-hexahydro-pyrimidin-5-ylmethyl)-benzyl ester

Base Information

• Chemical Name: 3-(4-{4-[6-allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyrylamino)-propionic acid 4-(5-ethyl-2,4,6-trioxo-hexahydro-pyrimidin-5-ylmethyl)-benzyl ester
• CAS No.: 400844-02-2
• Molecular Formula: C₆₁H₆₇N₅O₁₅
• Molecular Weight: 1110.23
• Mol file: 400844-02-2.mol

Synonyms:3-(4-{4-[6-allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyrylamino)-propionic acid 4-(5-ethyl-2,4,6-trioxo-hexahydro-pyrimidin-5-ylmethyl)-benzyl ester

Chemical Property of 3-(4-{4-[6-allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyrylamino)-propionic acid 4-(5-ethyl-2,4,6-trioxo-hexahydro-pyrimidin-5-ylmethyl)-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(4-{4-[6-allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyrylamino)-propionic acid 4-(5-ethyl-2,4,6-trioxo-hexahydro-pyrimidin-5-ylmethyl)-benzyl ester

There total 12 articles about 3-(4-{4-[6-allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyrylamino)-propionic acid 4-(5-ethyl-2,4,6-trioxo-hexahydro-pyrimidin-5-ylmethyl)-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: 87.0%

3-amino-propionic acid 4-(5-ethyl-2,4,6-trioxo-hexahydro-pyrimidin-5-ylmethyl)-benzyl ester + 4-{4-[(2R,3S,4R,5R,6S)-6-Allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyric acid (400843-98-3) → 3-(4-{4-[6-allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyrylamino)-propionic acid 4-(5-ethyl-2,4,6-trioxo-hexahydro-pyrimidin-5-ylmethyl)-benzyl ester (400844-02-2)

Guidance literature:

With diisopropyl-carbodiimide; In dichloromethane;

DOI:10.1055/s-2001-18109

Reference yield:

((2S,3R,4R,5S,6R)-2-Allyloxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-carbamic acid 9H-fluoren-9-ylmethyl ester → 3-(4-{4-[6-allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyrylamino)-propionic acid 4-(5-ethyl-2,4,6-trioxo-hexahydro-pyrimidin-5-ylmethyl)-benzyl ester (400844-02-2)

Guidance literature:

Multi-step reaction with 6 steps

1: TMS₂O; TMSOTf; Et₃SiH / tetrahydrofuran

2: Sn(OTf)2 / tetrahydrofuran

3: 71 percent / Me₂NH*BH₃; BF₃*OEt₂ / CH₂Cl₂

4: Zn; AcOH

5: CH₂Cl₂

6: 87 percent / diisopropylcarbodiimide / CH₂Cl₂

With triethylsilane; tin(II) trifluoromethanesulfonate; Hexamethyldisiloxane; trimethylsilyl trifluoromethanesulfonate; dimethylamine borane; boron trifluoride diethyl etherate; acetic acid; diisopropyl-carbodiimide; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1055/s-2001-18109

Reference yield:

glutaric anhydride, (108-55-4) → 3-(4-{4-[6-allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyrylamino)-propionic acid 4-(5-ethyl-2,4,6-trioxo-hexahydro-pyrimidin-5-ylmethyl)-benzyl ester (400844-02-2)

Guidance literature:

Multi-step reaction with 2 steps

1: CH₂Cl₂

2: 87 percent / diisopropylcarbodiimide / CH₂Cl₂

With diisopropyl-carbodiimide; In dichloromethane;

DOI:10.1055/s-2001-18109

upstream raw materials:

4-{4-[(2R,3S,4R,5R,6S)-6-Allyloxy-5-(9H-fluoren-9-ylmethoxycarbonylamino)-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yloxymethyl]-phenylcarbamoyl}-butyric acid

glutaric anhydride,

4-nitrobenzaldehdye

4-azidobenzaldehyde